Table 1.
NO | Compounds | Fungal Strain | Place | Biological activity | Ref. |
---|---|---|---|---|---|
Alkaloids | |||||
1 | Pseudofischerine | Neosartorya pseudofischeri | Angthong Province, Thailand | – | [10] |
2–3 | Peneciraistins E-F | Penicillium raistrickii | Shandong Province, China | - | [11] |
4* | Exopisiod | Exophiala pisciphila strain PHF-9 | Yunnan Province, China | Induction of apoptosis | [12] |
5* | Waikialoid A | Aspergillus sp. | Honolulu, Hawaii | Suppresses Hyphal Morphogenesis and Inhibits Biofilm Development in Pathogenic Candida albicans | [13] |
6 | Effusin A | Aspergillus effuses H1-1 | Fujian Province, China | Antitumor activity | [14] |
7* | Dihydrocryptoechinulin D | ||||
8* | Dihydroneochinulin B | Aspergillus effuses H1-1 | Fujian Province, China | Cytotoxic activity | [15] |
9 | Unnamed | Neosartorya fischeri KUFC 6344 | Thailand | - | [16] |
10* | 3-deoxo-4b-deoxypaxilline | Penicillium camemberti OUCMDZ-1492 | Hainan Province, China | Antiviral activity against the H1N1 virus | [17] |
11* | 4a-demethylpaspaline-4a-carboxylic acid | ||||
12* | 4a-demethylpaspaline-3,4,4a-triol | ||||
13 | 2’-hydroxypaxilline | ||||
14* | 9,10-diisopentenylpaxilline | ||||
15* | (6S,7R,10E,14E)-16-(1H-Indol-3-yl)-2,6,10,14-tetramethylhexadeca-2,10,14-triene-6,7-diol | ||||
16, 17*, 18–21 | Asperdiazapinones A-F | Aspergillus sp. PSU-RSPG185 | Suratthani Province, Thailand | Antimalarial activity | [18] |
22–23, 24* | Mangrovamides A-C | Penicillium sp. SYFz-1 | Hainan Province, China | Moderate acetylcholinesterase inhibitory activity | [19] |
25*, 26*, 27* | Rubrumazines A-C | Eurotium rubrum MA-150 | Andaman Sea coastline, Thailand | Brine shrimp lethality | [20] |
28 | Penilline A | Penicillium sp. SCSIO 05705 | Chinese Antarctic station | - | [21] |
29 | Isopenilline A | ||||
30 | Penilline B | ||||
31–32, 33* | Kumbicins A-C | Aspergillus kumbius FRR6049 | Southern Queensland, Australia | Antitumour activity; Antimicrobial activity | [22] |
34*, 35* | Asterriquinols E-F | Aspergillus sp.CBS-P-2 | Jilin Province, China | Inhibitory activities against LPS-induced NO production in microglia BV-2 cells (34*, 35*); Cytotoxicity (34*) | [23] |
36–37 | Cyclopiamines C-D | Penicillium sp. CML 3020 | Atlantic Forest, Brazil | - | [24] |
38*, 39*, 40*, 41*, 42*, 43*, 44*, 45*, 46*, 47* | Tolypocladins A-J | Tolypocladium sp. XL115 | Hunan Province, China | Cytotoxic activity (38*); Antibacterial activity (38*, 39*, 45*); Antifungal activity (38*, 40*, 41*, 42*, 43*, 44*, 46*, 47*) | [25] |
48*, 49* | Chaetomadrasins A-B | Chaetomium madrasense 375 | Sinkiang Province, China | Cytotoxicity | [26] |
50 | Paraherquamide J | Penicillium janthinellum HK1-6 | Hainan Province, China | - | [27] |
51–52 | Tryptoquivalines W-X | Aspergillus terreus FS107 | Top of Mauna Kea, Hawaii | - | [28] |
53*, 54–55 | Cytochalasins Z24-26 | Eutypella sp. D-1 | London Island of Kongsfjorden, Arctic | Cytotoxicity | [29] |
56 | Aspergilluchalasin | Aspergillus sp. PSU-RSPG185 | Surat Thani Province, Thailand | - | [30] |
57*, 58 | Iizukines C-D | Aspergillus iizukae | Shandong Province, China | Cytotoxicity | [31] |
59 | MBJ-0030 | Stachybotrys sp. f23793 | Shizuoka prefecture, Japan | - | [32] |
60 | MBJ-0031 | ||||
61 | MBJ-0032 | ||||
62*, 63*, 64*, 65* | Pycnidiophorones A-D | Pycnidiophora dispersa | Hebei Province, China | Cytotoxicity | [33] |
66* | Clonorosin A | Clonostachys rosea | Bank of the Yellow River in Lanzhou, Gansu, China | Active (66*) against Fusarium oxysporum | [34] |
67 | Clonorosin B | Bank of the Yellow River in Lanzhou, Gansu, China | |||
68*, 69*, 70*, 71*, 72*, 73* | Gymnastatins T-Y | Gymnascella dankaliensis | Giza pyramids, Egypt | Cytotoxicity | [35] |
74* | Dankastatin D | ||||
75 | N-[4-hydroxy-3-prenyl-benzoyl]-L-threonine | Curvularia inaequalis strain HS-FG-257 | Heilongjiang Province, China | - | [36] |
76 | N-[2,2-dimethyl-2H-chromene-6-carbonyl]-L-threonine | ||||
77 | (5S)-3,4,5,7-tetramethyl-5,8-dihydroxyl-6(5H)-isoquinolinone | Penicillium sp. H9318 | Malaysia | - | [37] |
78 | 3,8-Diacetyl-4-(3-methoxy-4,5-methylenedioxy)benzyl-7-phenyl-6-oxa-3,8-diazabicyclo[3.2.1]octane | Neosartorya pseudofischeri | Angthong Province, Thailand | - | [10] |
79 | Fusaravenin | Fusarium avenaceum SF-1502 | Gansu Province, China | - | [38] |
80* | (-) Benzomalvins E | Penicillium sp. SYPF 8411 | Xinjiang Uygur Autonomous Region, China | Indoleamine 2.3-dioxygenase (IDO) inhibitor | [39] |
81 | Tryptoquivaline V | Neosartorya pseudofischeri | Chiang Mai forest, Thailand | - | [40] |
82 | Brasiliamide G | ||||
83 | Talarodone A | Co-culture of Talaromyces pinophilus and Paraphaeosphaeria sp. | Miyazaki Prefecture, Japan | - | [41] |
84–86 | Asperidines A-C | Aspergillus sclerotiorum PSU-RSPG178 | Surat Thani Province, Thailand | - | [42] |
87 | Iizukine E | Aspergillus iizukae | Shandong Province, China | - | [31] |
88 | Methyl (2Z,3E,5E,7E,9E)-4,10-dimethyl-11-(2,5-dioxopyrrolidin-3-yl)-2-(2-hydroxyethylidene)-11-oxoundeca-3,5,7,9-tetraenoate | Aspergillus sp. OUCMDZ-1914 | Hainan Province, China | - | [43] |
89* | Virgaricin B | Virgaria boninensis FKI-4958 | The Bonin Islands, Tokyo, Japan | Antibacterial activity | [44] |
90* | Paecilomide | Paecilomyces lilacinus | UFMG, MG, Brazil | Acetylcholinesterase inhibitory activity | [45] |
91 | Clonostalactam | Clonostachys rosea | Banyumas, Indonesia | - | [46] |
92* | Trichothioneic acid | Trichoderma virens FKI-7573 | Obihiro, Hokkaido, Japan | Hydroxyl radical-scavenging; Singlet oxygen-quenching activity | [47] |
Terpenoids and steroids | |||||
93*, 94 | Fudecadiones A-B | Penicillium sp. BCC 17468 | Khao Yai National Park, Nakhon Ratchasima, Thailand | Anticancer activity | [48] |
95* | 8α-Hydroxyroridin H | Myrothecium sp. GS-17 | Gansu Province, China | Antifungal Activity | [49] |
96* | Myrothecin A | ||||
97*, 98* | Penicibilaenes A-B | Penicillium bilaiae MA-267 | Hainan Province, China | Antifungal activity | [50] |
99*, 100 | Penicilleremophilanes A-B | Penicillium copticola PSU-RSPG138 | Surat Thani Province, Thailand | Cytotoxic activity; Antimycobacterial activity; Antimalarial activity | [51] |
101* | Aspergiketone | Aspergillus fumigatus | Shandong Province, China | Cytotoxicity | [52] |
102*, 103–106 | Ochraceopones A-E | Aspergillus ochraceopetaliformis SCSIO 05702 | Chinese Antarctic station | Antiviral activity | [53] |
107* | 13-Hydroxy-3,8,7(11)-eudesmatrien-12,8-olide | Eutypella sp. 1–15 | Fujian Province, China | Antibacterial activity; Anticancer activity | [54] |
108 | 13-Hydroxy-3,5,8,7(11)-eudesmatetraen-12,8-olide | ||||
109 | 2-One-13-hydroxy-3,5,8,7(11)-eudesmatetraen-12,8-olide | ||||
110 | 8,13-Dihydroxy-3,7(11)-eudesmadien-12,8-olide | ||||
111 | 3β-hydroxy-β-acorenol | Fusarium proliferatum AF-04 | Green Chinese onion | - | [38] |
112 | Cyclonerotriol B | Fusarium avenaceum SF-1502 | - | ||
113–114, 115* | Trichodermapenes A-C | Trichoderma reesei PSU-SPSF013 | Narathiwat Province, Thailand | Antifungal activity | [55] |
116–118 | Dictyosporins A-C | Dictyosporium digitatum | Herod, Illinois, USA | - | [56] |
119 | Trichocitrinovirene A | Trichoderma citrinoviride PSU-SPSF346 | Sirindhorn Peat Swamp Forest, Narathiwat Province, Thailand. | - | [57] |
120 | Trichocitrinovirene B | ||||
121 | Unnamed | Aspergillus calidoustus | Dianchi Lake, Yunnan Province.China | - | [58] |
122 | Unnamed | ||||
123 | Unnamed | ||||
124 | Unnamed | ||||
125 | Unnamed | ||||
126 | Unnamed | ||||
127 | Unnamed | ||||
128* | Sartorypyrone A | Neosartorya fischeri KUFC 6344 | Thailand | Anticancer activity | [16] |
129*, 130* | Libertellenones G-H | Eutypella sp. D-1 | London Island of Kongsfjorden, Arctic | Antibacterial activity (129*); Anticancer activity (130*) | [59] |
131 | 4b-deoxy-1’-O-acetylpaxilline | Penicillium sp. CM-7 | Yunnan Province, China | - | [60] |
132 | 4b-deoxypenijanthine A | ||||
133*, 134*, 135*, 136*, 137* | Libertellenones O-S | Eutypella sp. D-1 | London Island of Kongsfjorden, Arctic | Cytotoxic activity (133*-139*); Inhibit the activity of NF-κB inhibitory effects on nitric oxide production induced by lipopolysaccharide (138*, 139*) | [61] |
138*, 139* | Eutypellenones A-B | ||||
140*, 141* | Libertellenones M-N | Eutypella sp. D-1 | London Island of Kongsfjorden, Arctic | Cytotoxicity (140*, 141*); Antibacterial activity (140*) | [62] |
142*, 143, 144, 145*, 146*, 147, 148 | Dongtingnoids A-G | Penicillium sp. DT10 | Hunan Province, China | Seed-germination-promoting activity | [63] |
149*, 150 | Tolypocladins K-L | Tolypocladium sp. XL115 | Hunan Province, China | Antifungal activity (149*) | [64] |
151* | Trichodermanene | Trichoderma reesei PSU-SPSF013 | Narathiwat Province, Thailand | Antifungal activity | [55] |
152 | 4,25-dehydrominiolutelide B | Penicillium sp. MA-37 | Hainan Province, China | - | [65] |
153 | 4,25-dehydro-22-deoxyminiolutelide B | ||||
154 | Isominiolutelide A | ||||
155, 156*, 157*, 158*, 159 | Purpurogenolides A-E | Penicillium purpurogenum MHz 111 | Heilongjiang Province, China | Inhibition of nitric oxide production | [66] |
160*, 161*, 162–163 | Unnamed | Penicillium sp. | Liaoning Province, China | Cytotoxic activity (160*, 161*); Antibacterial activity (160*) | [67] |
164 | Terretonin M | Aspergillus terreus TM8 | A hot (~50 °C) desert place, South Egypt | - | [68] |
165* | Δ12-19-dehydroxyarthripenoid A | Bipolaris zeicola | Hubei Province, China | Significant inhibitory effect against concanavalin A (ConA)-induced T lymphocyte proliferation (165*, 166*, 169*, 170*, 173*); Cytotoxic activity (165*, 166*, 168*) | [69] |
166* | 12,19-didehydroxy-arthripenoid A | ||||
167 | Tetrahydrofuran-3-epi-cochlioquinone A | ||||
168* | Isotetrahydrofuran-3-epi-cochlioquinone A | ||||
169* | 19-dehydroxy-arthripenoid A | ||||
170* | Δ2-19-dehydroxy-arthripenoid A | ||||
171 | 4-acetoxy-isocochlioquinone D | ||||
172 | 4-acetoxy-31α-methoxy-isocochlioquinone D | ||||
173* | 19-dehydroxyl-31-keto-3-epi-arthripenoid A | ||||
174 | Acremine T | Acremonium persicinum SC0105 | Guangdong Province, China | Cytotoxicity | [5] |
175*, 176*,177–178 | Bisacremines A-D | ||||
179–180,181* | Bisacremines E-G | Acremonium persicinum SC0105 | Guangdong Province, China | Anti-inflammatory activity | [70] |
182 | Asperanstinoid A | Aspergillus calidoustus | Dianchi Lake, Yunnan Province.China | Cytotoxicity (185*) against the HL- 60 and SU-DHL-4 tumor cell lines. | [71] |
183 | Asperanstinoid B | ||||
184 | Asperanstinoid C | ||||
185* | Asperanstinoid D | ||||
186 | Asperanstinoid E | ||||
187 | Bipolaquinone A | Bipolaris zeicola | Mo Mountain of East Lake, Wuhan City of Hubei Province, China, | Inhibitory activity (188*, 189*, 193*, 194*, 195*, 196*) against concanavalin A (ConA)-induced T lymphocyte proliferation | [72] |
188* | Bipolaquinone B | ||||
189* | Bipolaquinone C | ||||
190 | Bipolaquinone D | ||||
191 | Bipolaquinone E | ||||
192 | Bipolaquinone F | ||||
193* | Bipolaquinone G | ||||
194* | Bipolaquinone H | ||||
195* | Bipolaquinone I | ||||
196* | Bipolaquinone J | ||||
197 | Bipolarinoid A | Bipolaris zeicola | Mo Mountain of East Lake, Wuhan City of Hubei Province, China | Inhibitory activity (201*, 202*) against concanavalin A (ConA)-induced T lymphocyte proliferation | [73] |
198 | Bipolarinoid B | ||||
199 | Bipolarinoid C | ||||
200 | Bipolarinoid D | ||||
201* | Bipolarinoid E | ||||
202* | Bipolarinoid F | ||||
203* | Aspergorakhin B | Aspergillus gorakhpurensis F07ZB1707 | Mountainous region of shennongjia Forestry District, Hubei Province of China | Inhibitory effect (203*) against Protein tyrosine phosphatases including PTP1B, SHP1, and TCPTP in vitro. | [6] |
204 | Aspergorakhin C | ||||
205 | Aspergorakhin D | ||||
206* | Encindolene D | Penicillium sp. HFF16 | Rhizosphere soil of Cynanchum bungei Decne., in Mount Tai, China | Inhibit the hepatic glucose production(206*, 207*, 208*, 209*, 210*) | [74] |
207* | Encindolene E | ||||
208* | Encindolene F | ||||
209* | Encindolene G | ||||
210* | Encindolene H | ||||
211* | 4α-methyl-9α-methoxyandrosta-8,15-diene-3,17-dione | Curvularia borreriae strain HS-FG-237 | - | Cytotoxicity; anti-inflammatory activity | [75] |
212* | Unnamed | Aspergillus flavus JDW-1 | - | Cytotoxicity | [76] |
213* | Aspergorakhin A | Aspergillus gorakhpurensis F07ZB1707 | Mountainous region of Shennongjia Forestry District, Hubei Province of China | Inhibitory effect against Protein tyrosine phosphatases including PTP1B, SHP1, and TCPTP in vitro. | [6] |
Ketones | |||||
214* | 1-(3,5-dihydroxyphenyl)-4-hydroxypentan-2-one | Exophiala pisciphila PHF-9 | Yunnan Province, China, | Cytotoxicity | [77] |
215* | Pyrenocine J | Curvularia affifinis strain HS-FG-196 | Jilin Province, China | Cytotoxicity | [78] |
216 | Pyrenochaetic acid D | ||||
217* | Euparvione | Eupenicillium parvum | Cuba | Binding human µ–opioid receptors | [79] |
218 | Euparvilactone | ||||
219 | Penicillither | Penicillium sp. PSU-RSPG99 | Surat Thani Province, Thailand | - | [80] |
220–221, 222*, 223* | Tanzawaic acids I-L | Penicillium sp. IBWF104-06 | Kaiserslautern, Germany | Inhibited the conidial germination in Magnaporthe oryzae | [81] |
224–226 | Blennolides H-J | Alternaria sp. | Vicinity of Wailua Falls, Hawaii | - | [82] |
227–230 | Pyrenochaetic acids E-H | ||||
231*, 232,233 | Asperochrins A-C | Aspergillus ochraceus MA-15 | Hainan Province, China | Antibacterial activity | [83] |
234* | Iizukine A | Aspergillus iizukae | Shandong Province, China | Cytotoxicity against cancer cell | [84] |
235–236 | Penicipyrans A-B | Penicillium raistrickii | Shandong Province, China | Cytotoxicity | [85] |
237* | Penicipyran E | ||||
238*, 239 | Penijanthinones A-B | Penicillium janthinellum HK1-6 | Hainan Province, China | Displayed potent antibacterial activity | [86] |
240*, 241* | Talaroketals A-B | Talaromyces stipitatus ATCC 10500 | - | Antibacterial activity | [87] |
242 | Aspergorakhin E | Aspergillus gorakhpurensis F07ZB1707 | Mountainous region of Shennongjia Forestry District, Hubei Province of China | - | [6] |
243 | Aspergorakhin F | ||||
244 | Aspergorakhin G | ||||
245 | Aspergorakhin H | ||||
246 | Aspergorakhin I | ||||
247 | Aspergorakhin J | ||||
248 | Aspergorakhin L | ||||
249 | Talaromycesone C | Talaromyces macrosporus KKU-1NK8 | Khon Kaen Province, Thailand | Antimalarial activity (251*); Cytotoxicity (250*, 251*, 253*) | [88] |
250*, 251*, 252, 253*, 254 | Macrosporusones A-E | ||||
255*, 256* | Bacillisporins I-J | Talaromyces bacillisporus BCC17645 | Khao Yai National Park, Nakhon Ratchasima Province, Thailand | Cytotoxicity (255*-258*); Antibacterial activity (257*) | [89] |
257*, 258* | Duclauxamides B-C | ||||
259 | 9a-epi-Bacillisporin E | Talaromyces stipitatus | - | Antimicrobial activity; Cytotoxicity | [90] |
260 | Bacillisporin F | ||||
261 | 1-epi-bacillisporin F | ||||
262, 263* | Bacillisporins G-H | ||||
264 | Aspergone | Aspergillus sp. SCSIO41002 | Hainan Province, China | - | [91] |
265* | 7-methoxy-2,2-dimethyl-4-octa-4’,6’-dienyl-2H-napthalene-1-one | Penicillium sp | Punjab, India | Antimicrobial activity; Cytotoxicity | [92] |
266–268 | Aspereusins C-E | Aspergillus terreus YIM PH30711 | New Delhi, India | - | [93] |
269 | Penicillixanthone | Penicillium sp. PSU-RSPG99 | Surat Thani Province, Thailand | [80] | |
270* | Castochrin | Alternaria sp. | Vicinity of Wailua Falls, Hawaii | Antibacterial activity; Cytotoxic activity | [82] |
271 | Blennolide G | ||||
272 | Penicillone C | Penicillium citrinum PSU-RSPG95 | Surat Thani Province, Thailand. | - | [94] |
273* | 6-[1,2-dimethyl-6-(2-methyl-allyloxy)-hexyl]-3-(2-methoxy-phenyl)-chromen-4-one | Penicillium sp. HT-28 | Punjab, India | Antibacterial activity | [95] |
274 | 2-(2’,4’,6’-Trihydroxyphenyl)-(7-hydroxy-5-methyl) chromone | Aspergillus aculeatus | Chongqing, China | - | [96] |
275 | Penicillanthone | Penicillium aculeatum PSU-RSPG105 | Surat Thani Province, Thailand | - | [97] |
276*, 277* | Oxisterigmatocystins E-F | Botryotrichum piluliferum | Sangkhla Buri, Kanchanaburi Province, Thailand | Antimalarial activity (276*); Cytotoxicity(276*, 277*) | [98] |
278*, 279 | Penixanthones A-B | Penicillium sp. SYFz-1 | Hainan Province, China | Cytotoxicity | [99] |
280* | Methyl-(2-chloro-l,6-dihydroxy-3-methylxanthone)-8-carboxylate | Aspergillus iizukae | Shandong Province, China | Antiviral activity | [100] |
281* | Methyl-(4-chloro-l,6-dihydroxy-3-methylxanthone)-8-carboxylate | ||||
282 | Methyl-(4-chloro-6-hydroxy-1-methoxy-3-methylxanthone)-8-carboxylate | ||||
283 | Methyl-(6-hydroxy-1-methoxy-3-methylxanthone)-8-carboxylate | ||||
284 | 4-chloro-1,6-dihydroxy-3-methylxanthone-8-carboxylic acid | ||||
285*,286–287 | Blennolides L-N | Trichoderma asperellum PSU-PSF14 | Narathiwat Province, Thailand | Antifungal activity | [101] |
288 | Wentixanthone A | Aspergillus wentii | Hypersaline lake El Hamra in Wadi El-Natrun, Egypt | - | [102] |
289–290 | Fusarpyrones A-B | Fusarium solani PSU-RSPG37 | Suratthani Province, Thailand | - | [103] |
291–292 | Coniochaetones E-F | Penicillium citrinum PSU-RSPG95 | Surat Thani Province, Thailand | - | [94] |
293 | Penicillanone | ||||
294* | 8’-O-(3R-Hydroxy-butyryl)-rasfonin | Cephalotrichum microsporum (SYP-F 7763) | Yunnan Province, China | Antibacterial (295*-297*) activity; Anti-tumor activity (294*, 295*) | [104] |
295*-297* | Cemironins A-C | ||||
298 | 4-Methyl-8,10-dihydroxy-caprylic acid | ||||
299 | Chevalone F | Neosartorya pseudofischeri | Chiang Mai forest, Thailand | Antibacterial activity | [40] |
300* | 11-hydroxychevalone E | ||||
301*, 302*, 303* | Peninaphones A-C | Penicillium sp. HK1-22 | Hainan Province, China | Antibacterial activity (301*, 302*); Antimicrobial activity (303*) | [105] |
304 | Helvafuranone | Aspergillus nidulans BF0142 | Hokkaido, Japan | - | [106] |
305* | (±)-europhenol A | Eurotium rubrum MA-150 | Andaman Sea coastline, Thailand | DPPH radical scavenging activities | [107] |
306 | Aspersclerotiorone E | Aspergillus sclerotiorum PSU-RSPG178 | Surat Thani Province, Thailand | - | [108] |
307* | Harzianone | Cephalotrichum microsporum | Yunnan Province, China | Antibacterial activity | [109] |
308* | Harzianol | ||||
309* | Harzianol acid | ||||
310 | Gotjawaside | Auxarthron sp. KCB15F070 | Volcanic island Jeju, Korea | - | [110] |
311 | Gotjawalide | ||||
312*, 313* | Thiocarboxylics A-B | Penicillium sp. sb62 | Hunan Province, China | Antibacterial activity | [111] |
314*, 315* | Thiocarboxylics C1-2 | ||||
316*, 317* | Thiocarboxylics D1-2 | ||||
318*, 319* | GregatinsF1-2 | ||||
320*, 321* | Gregatins G1-2 | ||||
322 | R-Hexitronic acid | Penicillium sp. FG9RK | Agulu in Anambra state, Nigeria | - | [112] |
323*, 324*, 325* | Peneciraistins A-C | Penicillium raistrickii | Shandong Province, China | Radical scavenging activity against DPPH (323*, 324*); Induces caspase-independent autophagic cell death through mitochondrial-derived reactive oxygen species production in lung cancer cells (325*) | [11,166] |
326* | Sporulosol | Paraconiothyrium sporulosum | Jiangxi Province, China | Cytotoxicity | [113] |
327 | (+)-(5S)-arugosin K | Talaromyces flavus | Sinkiang Province, China | - | [114] |
328 | (-)-(5R)-arugosin K | ||||
329 | (+)-(5S)-arugosin L | ||||
330 | (-)-(5R)-arugosin L | ||||
331 | (+)-(5S)-arugosin M | ||||
332 | (-)-(5R)-arugosin M | ||||
333 | Arugosin N | ||||
334–335 | Asperunguisones A-B | Aspergillus unguis PSU-RSPG204 | Surat Thani Province, Thailand | - | [115] |
336 | (±)-4-hydroxy-3-methoxy-5-methyl-2-cyclopentenone | Aspergillus Sclerotiorum | Shandong Province, China | - | [116] |
337* | Polluxochrin | Alternaria sp. | Vicinity of Wailua Falls, Hawaii | Antibacterial activity; Cytotoxic activity | [82] |
338* | Dioschrin | ||||
339 | Dimethylamide asterrate | ||||
340*, 341–342 | Nectriatones A-C | Nectria sp. B-13 | Arctic island of Spitzbergen, Svalbard | Cytotoxicity | [117] |
343 | Curvulopyran | Aspergillus polyporicola PSU-RSPG187 | Surat Thani Province, Thailand | - | [118] |
344 | ent-curvulone A | ||||
345 | 7-methoxy-2,3,6-trimethylchromone | Exophiala pisciphila PHF-9 | Yunnan Province, China | - | [77] |
346*, 347* | Penicilones G-H | Penicillium janthinellum HK1-6 | Hainan Province, China | Show moderate inhibitory activity against Gram-positive bacteria (346*); Antibacterial activity (347*) | [86] |
348 | Tetrahydrotrichodimer ether | Clonostachys rosea YRS-06 | Gansu Province, China | Antibacterial activity | [119] |
349*, 350* | Dihydrotrichodimer ethers A-B | ||||
351* | Isochaetomium A2 | Chaetomium microcephalum | Sichuan Province, China | Antibacterial activity; Inhibitory effects on mouse spleen cell proliferation | [120] |
352 | Wentiphenone A | Aspergillus wentii | Hypersaline lake El Hamra in Wadi El-Natrun, Egypt | - | [102] |
353, 354*, 355*, 356* | Penicilones A-D | Penicillium janthinellum HK1-6 | Hainan Province, China | Antibacterial activity | [121] |
357*, 358*, 359–362 | Talaraculones A-F | Talaromyces aculeatus | Shandong Province, China | Inhibitory activity against α-glucosidase (357*, 358*); Antibacterial activity (358*) | [122] |
363* | Isoasteltoxin | Aspergillus ochraceopetaliformis SCSIO 05702 | Chinese Antarctic station | Antiviral activity | [53] |
364* | Curvularone A | Curvularia inaequalis strain HS-FG-257 | Heilongjiang Province, China | Antitumor activity | [123] |
365* | 4-hydroxyradianthin | ||||
366 | 1-(2’,4’-dihydroxy-5’-methyl-3’-methylsulfanylmethylphenyl)-ethanone | Penicillium crustosum YN-HT-15 | Yunnan Province, China | - | [124] |
367* | (E)-4-Hydroxy-3-[(4-hydroxy-3-methylbut-2-en-1-yl)oxy] benzoic acid | Aspergillus aculeatus | Chongqing, China | Antagonism to DPPH | [96] |
368–369 | Talaflavuols B-C | Talaromyces flavus BYD07-13 | Guangzhou Province, China | - | [125] |
370 | Aspereusin B | Aspergillus terreus YIM PH30711 | New Delhi, India | - | [93] |
371* | Seltsamiayu | Seltsamia galinsogisoli sp. nov. | Liaoning Province, China | Antibacterial activity | [126] |
372* | Galinsogisoliyu | ||||
373* | 1-(4-hydroxy-2,6-dimethoxy-3,5-dimethylphenyl)-2-methyl-1-butanone | Aspergillus sp. | Riyadh, Saudi Arabia | Antimicrobial activity | [127] |
374 | Dictyosporin D | Dictyosporium digitatum | Herod, Illinois, USA | - | [56] |
375 | Dictyophthalide A | ||||
376–379 | Dictyofurans A-D | ||||
380 | Dictyosporone A | ||||
381–382 | Xylariolides E-F | ||||
383* | Aspergorakhin K | Aspergillus gorakhpurensis F07ZB1707 | Mountainous region of Shennongjia Forestry District, Hubei Province of China | inhibitory effect against Protein tyrosine phosphatases including PTP1B, SHP1, and TCPTP in vitro. | [6] |
384 | Sulfurasperine A | Aspergillus fumigatus GZWMJZ-152 | Caves in Guizhou province of China | Antioxidant capacity (385*, 387*);protective effects (385*, 386*) on oxidative injury of PC12 cells induced by H2O2 | [128] |
385* | Sulfurasperine B ((±)-2) | ||||
386* | Sulfurasperine C ((±)-3) | ||||
387* | Sulfurasperine D | ||||
Phenylpropanoids | |||||
388*, 389*, 390*, 391–393 | Spiromastols A-F | Spiromastix sp. MCCC 3A00308 | South Atlantic Ocean | Antibacterial activity | [129] |
394*, 395* | Spiromastols J-K | ||||
396*, 397*, 398* | Myrochromanols A-C | Myrothecium verrucaria HL-P-1 | Heilongjiang Province, China | Inhibited lipopolysaccharide (LPS)-induced NO production in BV2 cells | [130] |
399* | Peneciraistin D | Penicillium raistrickii | Shandong Province, China | Radical scavenging activity against DPPH | [11] |
400*, 401* | Talacoumarins A-B | Talaromyces flavus BYD07-13 | Hebei Province, China | Anti-Aβ42 aggregation activity | [131]] |
402–403, 404* | Spiromastols G-I | Spiromastix sp. MCCC 3A00308 | South Atlantic Ocean | Antibacterial activity | [129] |
405* | (3S)-6-O-(4’-O-methyl-6’-acetyl-β-D-glucopyranoside)-7-O-methyl-8-hydroxyl-3-[(3E)-penta-3-enyl]-3,4-dihydroisocoumarin | Metarhizium anisopliae DTH12-10 | - | Antibacterial activity | [132] |
406 | (3S)-7-O-(4’-O-methyl-β-D-glucopyranoside)-6,8-dihydroxyl-3-[(3E)-pent-3-enyl]-3,4-dihydroisocoumarin | ||||
407 | (3S)-6-O-(4’-O-methyl-β-D-glucopyranoside)-7-O-methyl-8-hydroxyl-3-[(3E)-pent-3-enyl]-3,4-dihydroisocoumarin | ||||
408 | (3S)-6-O-(4’-O-methyl-β-D-glucopyranoside)-8-hydroxyl-3-[(3E)-pent-3-enyl]-3,4-dihydroisocoumarin | ||||
409 | (3S)-6-O-(4’-O-methyl-β-D-glucopyranoside)-5,8-dihydroxyl-3-[(3E)-pent-3-enyl]-3,4-dihydroisocoumarin | ||||
410 | 6-O-(4’-O-methyl-β-D-glucopyranoside)-7-O-methyl-8-hydroxyl-3-[(3E)-penta-3-enyl]-isocoumarin | ||||
411 | (3R)-6-O-(4’-O-methyl-β-D-glucopyranoside)-8-hydroxyl-3-[(1E,3E)-penta-1,3-dienyl]-dihydroisocoumarin | ||||
412 | (3R)-6-O-(4’-O-methyl-β-D-glucopyranoside)-7-O-methyl-8-hydroxyl-3-[(1E,3E)-penta-1,3-dienyl]-dihydroisocoumarin | ||||
413–414 | Talaisocoumarins A-B | Talaromyces flavus BYD07-13 | Guangzhou Province, China | - | [125] |
415 | Talaflavuol A | ||||
416–417 | Penicipyrans C-D | Penicillium raistrickii | Shandong Province, China | - | [85] |
418 | (3R,4R)-4,8-Dihydroxy-5-(hydroxymethyl)-3-methylisochroman-1-one | Hypoxylon sp. | Heilongjiang Province, China | - | [133] |
419 | (3R,4S)-4,8-Dihydroxy-5-(hydroxymethyl)-3-methylisochroman-1-one | ||||
420* | (9R*)-8-methyl-9,11-dichlorodiaporthin | Hamigera fusca NRRL 35721 | Maoueni, Grande Comore Island | Cytotoxic activity against cancer cell lines | [134] |
421* | (9S*)-8-methyl-9,11-dichlorodiaporthin | ||||
422* | Exophiarin | Exophiala sp. | Kaziranga National Park, Assam | Improvement in glucose uptake activity when tested in rat skeletal muscle cell line L6 | [135] |
Quinones | |||||
423*, 424 | Citriquinones A-B | Penicillium citrinum | University of SriJayewardenepura, Sri Lanka | Antibacterial activity; Cell migration inhibitory activity | [136] |
425 | Penicilliquinone | Penicillium sp. PSU-RSPG99 | Surat Thani Province, Thailand | - | [80] |
426 | Peniciherqueinone | Penicillium herquei PSU-RSPG93 | Surat Thani Province, Thailand | - | [137] |
427*, 428 | Aspergillussanones A-B | Aspergillus sp. PSU-RSPG185 | Surat Thani Province, Thailand | Cytotoxicity | [30] |
429* | Solaninaphthoquione | Fusarium solani PSU-RSPG227 | Surat Thani Province, Thailand | Cytotoxic; Antimalarial activity | [138] |
430 | Kumbicin D | Aspergillus kumbius FRR6049 | Queensland, Australia | - | [22] |
431* | PA3-d10 | Aspergillus flavus | Iran | Antimicrobial activity | [139] |
432–433 | Wentibianthrones A-B | Aspergillus wentii | Hypersaline lake El Hamra in Wadi El-Natrun, Egypt | - | [102] |
434 | Wentibianthrone C (cis/trans) | ||||
435 | Herqueilenone A | Penicillium herquei FT729 | Active volcano, Hawaii | - | [140] |
436* | ent-12-methoxyisoherqueinone | Penicillium herquei FT729 | Big Island, Hawaii. | Inhibitory activity (436*) against indoleamine 2.3-dioxygenase 1 (IDO1) | [141] |
437 | (−)-scleroamide | ||||
438 | (+)-scleroamide | ||||
Esters and lactones | |||||
439 | 3-Hydroxy-5-methylphenyl 2.4-dihydroxy-6-methylbenzoate | Neosartorya pseudofischeri | Angthong Province, Thailand | - | [10] |
440–443, 444*, 445* | Talapolyesters A-F | Talaromyces flavus BYD07-13 | Hebei Province, China | Cytotoxic activity | [142] |
446 | R-3-(3’-acetyl-2’,6’-dihydroxy-5’-methylphenyl)-2-methyl-propionic acid methyl ester | Penicillium crustosum YN-HT-15 | Yunnan Province, China | - | [124] |
447 | 4-(4-Hydroxyphenethoxy)-4-oxobutanoic acid | Fusarium solani PSU-RSPG227 | Surat Thani Province, Thailand | - | [138] |
448–449 | Penicillithiophenols A-B | Penicillium copticola PSU-RSPG138 | Surat Thani Province, Thailand | - | [51] |
450* | Isoaspulvinone E | Aspergillus terreus Gwq-48 | Fujian Province, China | Anti-influenza A viral (H1N1) | [143] |
451 | Aspergillulactone | Aspergillus sp. PSU-RSPG185 | Surat Thani Province, Thailand | - | [30] |
452*, 453* | Cinatrins D-E | Virgaria boninensis FKI-4958 | Bonin Islands, Tokyo, Japan | Antibacterial activity | [44] |
454 | Asperlide | Aspergillus unguis PSU-RSPG199 | Surat Thani Province, Thailand | - | [144] |
455 | Aspersidone | ||||
456, 457*, 458*, 459*, 460, 461 | Penicimenolides A-F | Penicillium sp. SYP-F-7919 | Yunnan Province, China | Cytotoxicity; Inhibitory effect on NO production | [145] |
462–465 | Aspersclerotiorones A-D | Aspergillus sclerotiorum PSU-RSPG178 | Surat Thani Province, Thailand | - | [108] |
466–467 | Aspersclerotiorones F-G | ||||
468* | eut-Guaiane sesquiterpene | Eutypella sp. D-1 | London Island of Kongsfjorden, Arctic | Antibacterial activity; Cytotoxicity | [146] |
469*, 470* | Pochoniolides A-B | Pochonia chlamydosporia var. spinulospora FKI-7537 | Niijima, Tokyo, Japan | Antioxidant activity | [147] |
471*, 472*, 473* | Aspersclerolides A-C | Aspergillus Sclerotiorum | Shangdong Province, China | Cytotoxic activity (471*, 473*); Antibacterial activity (472*, 473*) | [116] |
474 | (±)-Aspersclerolide D | ||||
475–476 | Botryosphaerilactones D-E | Lasiodiplodia theobromae NSTRU-PN1.4 | Nakhon Si Thammarat Province, Thailand | - | [148] |
477 | Therlanubutanolide A | Thermomyces lanuginosus | Yunnan Province, China | - | [149] |
478* | 6-ethoxy-5,6-dihydropenillic acid | Penicillium sp. BF-0343 | Fuji Cemetery, Shizuoka, Japan | Inhibited BMP-induced ALP activity | [150] |
479 | Ilyoresorcy A | Ilyonectria sp. sb65 | Hunan Province, China | Inhibition of ConA-induced T-cell proliferation (481*, 482*); Immunosuppressive effects toward the LPS-induced B-cell proliferation (484*, 485*, 488*) | [151] |
480* | Atrop-ilyoresorcy A | ||||
481*, 482, 483*, 484*, 485, 486, 487*, 488–490 | Ilyoresorcys B-K | ||||
Other compounds | |||||
491*, 492–493 | Prenylterphenyllins A-C | Aspergillus taichungensis ZHN-7-07 | - | Cytotoxicity | [152] |
494* | 4”-dehydro-3-hydroxyterphenyllin | ||||
495, 496*, 497 | Prenylcandidusins A-C | ||||
498 | 4-hydroxy-3-(3-methyoxy-3-methylbutyl)-benzoic acid | Curvularia inaequalis strain.HS-FG-257 | Heilongjiang Province, China | - | [153] |
499 | (Z)-2-(5-hydroxyhexyl)pent-2-enedioic acid | Gongronella butleri | Forest at Koukoue, Cameroon | - | [154] |
500 | (Z)-2-hexylpent-2-enedioic acid | ||||
501 | (Z)-2-(5-oxohexyl)pent-2-enedioic acid | ||||
502 | (Z)-oct-2-ene-1,3,8-tricarboxylic acid | ||||
503 | (Z)-2-(7-hydroxyoctyl)pent-2-enedioic acid | ||||
504 | (Z)-2-(3-methoxy-3-oxopropylidene)decanoic acid | ||||
505 | (Z)-2-(7-oxooctyl)-pent-2-enedioic acid | ||||
506 | (Z)-2-(8-hydroxydecyl)pent-2-enedioic acid | ||||
507*, 508*, 509* | Peniciketals A-C | Penicillium raistrichii | Shangdong Province, China | Cytotoxic activity | [155] |
510* | MIG0310 | Fusarium brachygibbosum strain MS-R1 | Mediterranean forest, Israel | Antimicrobial activity | [156] |
511–512 | Aspergillusols A-B | Aspergillus sp. PSU-RSPG185 | Surat Thani Province, Thailand | - | [30] |
513 | Aspergillusic acid | ||||
514 | 11’-carboxygymnastatin N | Gymnascella dankaliensis | Giza pyramids, Egypt | Cytotoxicity | [157] |
515 | Gymnastatin S | ||||
516 | Dankamide | ||||
517* | Aranorosin-2-methylether | ||||
518* | Iizukine B | Aspergillus iizukae | Shandong Province, China | Cytotoxicity against cancer cell | [84] |
519* | Screlotiumol | Sclerotium rolfsii | District Malakand, Khyber Pakhtunkhwa Pakistan | Effective multidrug resistant (MDR) mediated by P-glycoprotein (P-gp) modulator | [158] |
520 | Versicorin | Aspergillus versicolor SC0156 | Guangdong Province, China | - | [159] |
521–522, 523* | Unnamed | Aspergillus sclerotiorum PSU-RSPG178 | Surat Thani Province, Thailand | Activity against HMG-CoA reductase | [160] |
524 | Asterreusin A | Aspergillus terreus YIM PH30711 | New Delhi, India | Inhibitive activities against acetylcholinesterase (AChE) | [93] |
525 | Unnamed | ||||
526* | Aspereusin A | ||||
527 | Epiaspereusin A | ||||
528–530 | Penicillidic acids A-C | Penicillium aculeatum PSU-RSPG105 | Surat Thani Province, Thailand | - | [97] |
531–532, 533* | Aspergillusethers B-D | Aspergillus unguis PSU-RSPG204 | Surat Thani Province, Thailand | Antifungal activity | [115] |
534–535 | Melleusins A-B | Aspergillus melleusYIM PHI001 | New Delhi, India | - | [161] |
536* | 3-methylpentyl-2,4-dichloroasterrate | Aspergillus flavipes PJ03-11 | Liaoning Province, China | Cytotoxic activity | [162] |
537 | 6R,8R-dihydroxy-9Z,12Z-octadecadienoic acid | Penicillium javanicum HK1-22 | Hainan Province, China. | - | [163] |
538 | Methyl-6R,8R-dihydroxy-9Z,12Z-octadecadienoate | ||||
539 | Penoxalin | Penicillium oxalicum GY1 | Shanghai, China | Cytotoxic activity | [164] |
540–541 | Penisochromans A-B | ||||
542* | 2,6-dihydroxy-4-[(2R)-2-hydroxyheptyl] benzoic acid | ||||
543* | Pyrenosetin D | Pyrenochaetopsis sp. FVE-087 | Falckenstein Beach, Kiel Fjord, Baltic Sea, Germany | Cytotoxic activity | [165] |
544 | Unnamed | Aspergillus calidoustus | Dianchi Lake, Yunnan Province.China | [58] | |
545* | 4-Methoxy-7-methylbenzo[d]thiazole-5,6-diol | Aspergillus fumigatus GZWMJZ-152 | Caves in Guizhou province of China | Radical-scavenging activity (545*, 546*) against 2.2-diphenyl-1-picrylhydrazyl free radicals | [128] |
546* | 2-Hydroxymethyl-4-methoxy-7-methylbenzo[d]thiazole-5,6-diol |
Note: *Bioactive compounds.