Table 2.
The bioactive secondary metabolites of the genus Diaporthe during 2010–2019.
| Number | Structural Types | Compounds | Strains | Habitats (T/M a) | Activities | Refs. |
|---|---|---|---|---|---|---|
| 247 | Xanthones | 3,8-Dihydroxy-6-methyl-9-oxo-9H-xanthene-1-carboxylate | Diaporthe sp. SCSIO 41011 | Rhizophora stylosa (M) | Anti-IAV | [125] |
| 28 | Phomoxanthone A |
Diaporthe sp. GZU-1021 D. phaseolorum FS431 |
Chiromanteshae- matochir (M)Sediment (M) |
Anti-inflammatory Cytotoxic |
[126] [127] |
|
| 248 | Chromones | Penialidin A | Diaporthe sp. GZU-1021 |
Chiromanteshae matochir (M) |
Anti-inflammatory | [126] |
| 35 | (+)-Phomopsichin A | D. phaseolorum SKS019 | Acanthus ilicifolius (M) | Inhibitory effects on osteoclastogenesis | [128] | |
| 249 | (−)-Phomopsichin A | D. phaseolorum SKS019 | A. ilicifolius (M) | Inhibitory effects on osteoclastogenesis | [128] | |
| 250 | (+)-Phomopsichin B | D. phaseolorum SKS019 | A. ilicifolius (M) | Inhibitory effects on osteoclastogenesis | [128] | |
| 36 | (−)-Phomopsichin B | D. phaseolorum SKS019Diaporthe sp. GZU-1021 |
A. ilicifolius (M) Chiromateshaem atochir (M) |
Inhibitory effects on osteoclastogenesis Anti-inflammatory |
[128] [126] |
|
| 251 | Diaporchromanone C | D. phaseolorum SKS019 | A. ilicifolius (M) | Inhibitory effects on osteoclastogenesis | [128] | |
| 252 | Diaporchromanone D | D. phaseolorum SKS019 | A. ilicifolius (M) | Inhibitory effects on osteoclastogenesis | [128] | |
| 40 | Pestalotiopsone F | Diaporthe sp. SCSIO 41011 | R. stylosa (M) | Anti-IAV | [125] | |
| 253 | Pestalotiopsone B |
Diaporthe sp. SCSIO 41011 D. pseudomangiferaea |
R. stylosa (M) Tylophora ouata (T) |
Anti-IAV Antifibrotic |
[125] [129] |
|
| 254 | Diaportheone A | Diaporthe sp. P133 | Pandanus amaryllifolius (T) | Antitubercular | [130] | |
| 255 | Diaportheone B | Diaporthe sp. P133 | P. amaryllifolius (T) | Antitubercular | [130] | |
| 53 | Chromanones | (10S)-Diaporthin | D. terebinthifolii LGMF907 | Schinus terebinthifolius (T) | Antibacterial | [131] |
| 256 | Orthosporin | D. terebinthifolii LGMF907 | S. terebinthifolius (T) | Antibacterial | [131] | |
| 54 | Cytosporone D | D. pseudomangiferaea | T. ouata (T) | Cytotoxic, Antioxidant Antidiabetic |
[129] | |
| 257 | Mucorisocoumarin A | D. pseudomangiferaea | T. ouata (T) | Antifibrotic | [129] | |
| 258 | 3,4-Dihydro-8-hydroxy-3,5-dimethyl-isocoumarin | D. eres | Hedera helix (T) | Phytotoxic | [132] | |
| 259 | Diportharine A | Diaporthe sp. | Datura inoxia (T) | Antioxidant | [133] | |
| 260 | Furanones | (1R,2E,4S,5R)-1-[(2R)-5-Oxotetrahydrofuran-2-yl]-4,5-dihydroxy-hex-2-en-1-yl(2E)-2-methylbut-2-enoate | Diaporthe sp. SXZ-19 | Camptotheca acuminate (T) | Cytotoxic | [134] |
| 261 | Butyl 5-[(1R)-1-hydroxyethyl]-γ-oxofuran-2-butanoate | Diaporthe sp. SXZ-19 | C. acuminate (T) | Cytotoxic | [134] | |
| 262 | 3,4-Dihydro-5ʹ-[(1R)-1-hydroxyethyl] [2,2ʹ-bifuran]-5(2H)-one | Diaporthe sp. SXZ-19 | C. acuminate (T) | Cytotoxic | [134] | |
| 263 | 3,4-Dihydro-5ʹ-[(1R)-1-hydroxymethylethyl][2,2ʹ-bifuran]-5(2H)-one | Diaporthe sp. SXZ-19 | C. acuminate (T) | Cytotoxic | [134] | |
| 264 | Kongiidiazadione | D. Kongii | Carthamus lanatus (T) | Phytotoxic, Antibacterial | [135] | |
| 265 | Pyrones | Phomopsolide A | D. maritima |
Picea mariana(T) Picea rubens (T) |
Antifungal, Antibiotic | [136] |
| 169 | Phomopsolide B | D. maritima | P. mariana (T) P. rubens (T) | Antifungal, Antibiotic | [136] | |
| 266 | Phomopsolide C | D. maritima | P. mariana (T)P. rubens (T) | Antifungal, Antibiotic | [136] | |
| 267 | (S,E)-6-(4-Hydroxy-3-oxopent-1-en-1-yl)-2H-pyran-2-one | D. maritima | P. mariana (T) P. rubens (T) | Antifungal, Antibiotic | [136] | |
| 268 | 7-Hydroxy-6-metoxycoumarin | D. lithocarpus | Artocarpus heterophyllus (T) | Antifungal | [137] | |
| 269 | Coumarin | D. lithocarpus | A. heterophyllus (T) | Antibacterial | [137] | |
| 270 | Quinones | Phyllostine acetate | D. miriciae | Cyperus iria (T) | Antifeedant, Contact toxicity, Oviposition deterrent activities | [138] |
| 107 | (−)-Phyllostine | D. miriciae | C. iria (T) | Antifeedant, Contact toxicity, Oviposition deterrent activities | [138] | |
| 271 | Biatriosporin N | Diaporthe sp. GZU-1021 |
Chiromanteshae- matochir (M) |
Anti-inflammatory | [126] | |
| 272 | Emodin | D. lithocarpus | A. heterophyllus (T) | Cytotoxic, Antibacterial | [137] | |
| 273 | 1,2,8-Trihydroxyanthraquinone | D. lithocarpus | A. heterophyllus (T) | Antibacterial | [137] | |
| 274 | (+)-2,2′-Epicytoskyrin A | Diaporthe sp. GNBP-10 | Uncaria gambir Roxb (T) | Antifungal | [139] | |
| 275 | Cytoskyrin C | Diaporthe sp. | Anoectochilus roxburghii (T) | Cytotoxic, Activating the NF-κB pathway | [140] | |
| 276 | (+)-Epicytoskyrin | Diaporthe sp. | A. roxburghii (T) | Cytotoxic, Activating the NF-κB pathway | [140] | |
| 277 | Phenols | Tyrosol |
D. helianthin D. eres |
Luehea divaricate (T) Vitis vinifera (T) |
Antagonistic Phytotoxic |
[141] [142] |
| 278 | 2,5-Dihydroxybenzyl alcohol | D. vochysiae LGMF1583 | Vochysia divergens (T) | Cytotoxic | [143] | |
| 140 | 4-Hydroxybenzaldehyde | D. eres | V. vinifera (T) | Phytotoxic | [142] | |
| 279 | p-Cresol | D. eres | V. vinifera (T) | Phytotoxic | [142] | |
| 280 | 4-Hydroxybenzoic acid | D. eres | V. vinifera (T) | Phytotoxic | [142] | |
| 281 | Arbutin | D. lithocarpus | A. heterophyllus (T) | Cytotoxic | [137] | |
| 113 | Phomosine A | Diaporthe sp. F2934 | Siparuna gesnerioides (T) | Antibacterial | [144] | |
| 115 | Phomosine C | Diaporthe sp. F2934 | S. gesnerioides (T) | Antibacterial | [144] | |
| 282 | Flavomannin-6,6′-di-O-methyl ether | D. melonis | Annona squamosal (T) | Antimicrobial | [145] | |
| 283 | Acetoxydothiorelone B | D. pseudomangiferaea | T. ouata (T) | Antifibrotic | [129] | |
| 284 | Dothiorelone B | D. pseudomangiferaea | T. ouata (T) | Antifibrotic | [129] | |
| 285 | Dothiorelone L | D. pseudomangiferaea | T. ouata (T) | Antifibrotic | [129] | |
| 286 | Dothiorelone G | D. pseudomangiferaea | T. ouata (T) | Antifibrotic | [129] | |
| 287 | Diaporthol A | Diaporthe sp. ECN-137 | Phellodendron amurense (T) | Anti-migration | [146] | |
| 288 | Diaporthol B | Diaporthe sp. ECN-137 | P. amurense (T) | Anti-migration | [146] | |
| 289 | Tenellone C | Diaporthe sp. SYSU-HQ3 | Excoecaria agallocha (M) | MptpB inhibitory | [147] | |
| 290 | Tenellone D | Diaporthe sp. SYSU-HQ3 | E. agallocha (M) | Anti-inflammatory | [148] | |
| 291 | Diaporindene A | Diaporthe sp. SYSU-HQ3 | E. agallocha (M) | Anti-inflammatory | [148] | |
| 292 | Diaporindene B | Diaporthe sp. SYSU-HQ3 | E. agallocha (M) | Anti-inflammatory | [148] | |
| 293 | Diaporindene C | Diaporthe sp. SYSU-HQ3 | E. agallocha (M) | Anti-inflammatory | [148] | |
| 294 | Diaporindene D | Diaporthe sp. SYSU-HQ3 | E. agallocha (M) | Anti-inflammatory | [148] | |
| 75 | Isoprenylisobenzofuran A | Diaporthe sp. SYSU-HQ3 | E. agallocha (M) | Anti-inflammatory | [148] | |
| 295 | Oblongolides | Oblongolide D | Diaporthe sp. SXZ-19 | C. acuminate (T) | Cytotoxic | [134] |
| 296 | Oblongolide H | Diaporthe sp. SXZ-19 | C. acuminate (T) | Cytotoxic | [134] | |
| 297 | Oblongolide P | Diaporthe sp. SXZ-19 | C. acuminate (T) | Cytotoxic | [134] | |
| 298 | Oblongolide V | Diaporthe sp. SXZ-19 | C. acuminate (T) | Cytotoxic | [134] | |
| 299 | Unclassified polyketides | Phomentrioloxin B | D. gulyae | C. lanatus (T) | Phytotoxic | [149] |
| 300 | epi-Isochromophilone II | Diaporthe sp. SCSIO 41011 | R. stylosa (M) | Cytotoxic | [150] | |
| 301 | Isochromophilone D | Diaporthe sp. SCSIO 41011 | R. stylosa (M) | Cytotoxic | [150] | |
| 302 | Monoterpenoids | (1R,2R,4R)-Trihydroxy-p-menthane | Diaporthe sp. SXZ-19 | C. acuminate (T) | Cytotoxic | [134] |
| 303 | Gulypyrone A | D. gulyae | C. lanatus (T) | Phytotoxic | [149] | |
| 304 | Gulypyrone B | D. gulyae | C. lanatus (T) | Phytotoxic | [149] | |
| 173 | Nectriapyrone | D. Kongii | C. lanatus (T) | Phytotoxic | [135] | |
| 305 | Sesquiterpenoids | Diaporol R | Diaporthe sp. | R. stylosa (M) | Cytotoxic | [151] |
| 306 | Eremofortin F | Diaporthe sp. SNB-GSS10 | Sabicea cinerea (T) | Cytotoxic | [152] | |
| 307 | Lithocarin B | D. lithocarpus A740 | Morinda officinalis (T) | Cytotoxic | [153] | |
| 308 | Lithocarin C | D. lithocarpus A740 | M. officinalis (T) | Cytotoxic | [153] | |
| 309 | Triterpenoids | 19-Nor-lanosta-5(10),6,8,24-tetraene-1α,3β,12β,22S-tetraol | Diaporthe sp. LG23 | Mahonia fortunei (T) | Antibacterial | [154] |
| 216 | Steriods | 3β,5α,9α-Trihydroxy-(22E,24R)-ergosta-7,22-dien-6-one | Diaporthe sp. LG23 | M. fortunei (T) | Antibacterial | [154] |
| 310 | Chaxine C | Diaporthe sp. LG23 | M. fortunei (T) | Antibacterial | [154] | |
| 311 | Ten-membered lactones | Phomolide C | Diaporthe sp. | Aucuba japonica var. borealis (T) | Inhibitory of proliferation of human colon adenocarcinoma cells | [155] |
| 312 | Xylarolide | D. terebinthifolii | Glycyrrhiza glabra (T) | Antimicrobial, Cytotoxic | [156] | |
| 313 | Phomolide G | D. terebinthifolii | G. glabra (T) | Antibacterial | [156] | |
| 314 | Xylarolide A | Diaporthe sp. | D. inoxia (T) | Cytotoxic, Antioxidant | [133] | |
| 315 | Alkaloids | 18-Des-hydroxy cytochalasin H | D. phaseolorum-92C | Combretum lanceolatum (T) | Inhibiting leishmanicidal, Antioxidant, Cytotoxic | [157] |
| 316 | 21-Acetoxycytochalasin J2 | Diaporthe sp. GDG-118 | Sophora tonkinensis (T) | Antifungal, Antibacterial | [158] | |
| 317 | 21-Acetoxycytochalasin J3 | Diaporthe sp. GDG-118 | S. tonkinensis (T) | Antifungal, Antibacterial | [158] | |
| 318 | Cytochalasin J3 | Diaporthe sp. GDG-118 | S. tonkinensis (T) | Antifungal, Antibacterial | [158] | |
| 230 | Cytochalasin H |
Diaporthe sp. GDG-118 Diaporthe sp. GZU-1021 |
S. tonkinensis (T) Chiromanteshae matochir (M) |
Antifungal, AntibacterialAnti-inflammatory | [158] [126] |
|
| 319 | 7-Acetoxycytochalasin H | Diaporthe sp. GDG-118 | S. tonkinensis (T) | Antifungal, Antibacterial | [158] | |
| 231 | Cytochalasin J | Diaporthe sp. GDG-118 | S. tonkinensis (T) | Antifungal, Antibacterial | [158] | |
| 320 | Cytochalasin E | Diaporthe sp. GDG-118 | S. tonkinensis (T) | Antifungal, Antibacterial | [158] | |
| 321 | 21-O-Deacetyl-L-696,474 | Diaporthe sp. GZU-1021 |
Chiromanteshae matochir (M) |
Anti-inflammatory | [126] | |
| 322 | Cordysinin A | D. arecae | Kandelia obovate (M) | Anti-angiogenic | [159] | |
| 323 | 5-Deoxybostrycoidin | D. phaseolorum SKS019 | A. ilicifolius (M) | Cytotoxic | [160] | |
| 241 | Fusaristatin A | D. phaseolorum SKS019 | A. ilicifolius (M) | Cytotoxic | [160] | |
| 324 | Vochysiamide B | D. vochysiae LGMF1583 | V. divergens (T) | Antibacterial, Cytotoxic | [143] | |
| 325 | Diaporisoindole A | Diaporthe sp. SYSU-HQ3 | E. agallocha (M) | Anti-inflammatory | [148] | |
| 326 | Diaporisoindole B | Diaporthe sp. SYSU-HQ3 | E. agallocha (M) | Anti-inflammatory | [148] | |
| 327 | Diaporisoindole D |
Diaporthe sp. SYSU-HQ3 Diaporthe sp. SYSU-HQ3 |
E. agallocha (M) E. agallocha (M) |
Anti-inflammatory MptpB inhibitory |
[148] [147] |
|
| 328 | Diaporisoindole E | Diaporthe sp. SYSU-HQ3 | E. agallocha (M) | Anti-inflammatory | [148] | |
| 329 | Phomopsin F | D. toxica | - b | Cytotoxic | [161] | |
| 330 | Fatty acids | 3-Hydroxypropionic acid | D. phaseolorum | Laguncularia racemose (M) | Antimicrobial | [162] |
| 331 | 3-Nitropropionic acid | D. gulyae | C. lanatus (T) | Phytotoxic | [149] | |
| 332 | Diapolic acid A | D. terebinthifolii | G. glabra (T) | Antibacterial | [156] | |
| 333 | Diapolic acid B | D. terebinthifolii | G. glabra (T) | Antibacterial | [156] | |
| 334 | Diaporthsin E | Diaporthe sp. JC-J7 | Dendrobium nobile (T) | Antihyperlipidemic | [163] | |
| 335 | 3-Hydroxy-5-methoxyhex-5-ene-2,4-dione | Diaporthe sp. ED2 | Orthosiphon stamieus (T) | Antifungal | [164] |
a T: terrestrial environment; M: marine environment; b The habitat was not mentioned.