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. 2022 Nov 3;22(1):275–308. doi: 10.1007/s11101-022-09845-w

Table 1.

List and class of isoflavonoids isolated from the different tissues of Millettia species

Isoflavonoid class Compound no Compound name Source Collection country References
Millettia Species Plant part
Isoflavan 1 (3R)-Isovesitol M. nitida Vine stem China Liao et al. (2013)
2 (3R)-Vestitol M. nitida Vine stem China Liao et al. (2013)
3 (3S)-Vestitol M. dielsiana Stem Vietnam Dat et al. (2019)
Isoflavone (Aglycones) 4 Daidzein M. nitida; M. dielsiana Vine stem; stem China, Vietnam Liao et al. (2013); Gong et al. (2009)
5 Genistein M. nitida, Unspecified China Ye et al. (2012a, b)
6 Prunetin M. nitida Vine stem China Liao et al. (2013)
7 2'-hydroxygenistein M. nitida Vine stem China Liao et al. (2013)
8 Cladrastin M. dielsiana Stem Vietnam Gong et al. (2009)
9 Formononetin M. nitida Vine stem China Liao et al. (2013)
10 7,3'-Dihydroxyl-5'-methoxyisoflavone M. nitida; M. griffithii Vine stem; stem China

Liao et al. (2013)

Tang et al. (2016)

11 7-Hydroxy-8,3',4'-trimethoxyisoflavone M. usaramensis Root bark Kenya Deyou et al. (2015)
12 Robustigenin M. brandisiana Leaves Thailand Pancharoen et al. (2008)
13 Olibergin A M. brandisiana Leaves Thailand Kikuchi et al. (2007)
14 Afromosin M. dielsiana Stem Vietnam Gong et al. (2009)
15 Maxamaisoflavone-D M. dura Seed pod Kenya Yenesewe et al. (1996)
16 Maximaisoflavone-H M. dura Seed pod Kenya Yenesewe et al. (1996)
17 Cuneatin methylether M. griffoniana Root bark Cameroon Yankep et al. (1997)
18 Odorantin M. griffoniana Root bark Cameroon Yankep et al. (2003); Yankep et al. (1997)
19 8-Methylretusin M. nitida; M. brandisiana Whole plant; roots China, Thailand Ye et al. (2012a, b); Pailee et al. (2019)
20 Calycosin M. nitida Whole plant China Ye et al. (2012a, b)
21 Caviunin M. dielsiana Stem Vietnam Gong et al. (2009)
22 Gliricidin M. nitida Whole plant China Ye et al. (2012a, b)
23 7,2′-Dimethoxy-4′,5′-methylenedioxyisoflavone M. dura Root barks Kenya Marco et al. (2017)
24 7-Hydroxy-2',4',5'-trimethoxyisoflavone M. pachycarpa Seeds China Tu et al. (2020)
25 Maximaisoflavone G M. griffoniana, M usaramensis Root bark, Stem bark Cameroon, Kenya Yankeb et al. (2001); Yenesew eta. (1998)
26 7-Hydroxy-6-methoxy-3',4'-Methylenedioxyisoflavone M. griffoniana Root bark Cameroon Yankeb et al. (2001)
27 3'-Methylorobol M. extensa, M. nitida stems Thailand, China Raksat et al. (2018); Ye et al. (2012a, b)
Isoflavones (Glycosylated) 28 Mildiside A M. dielsiana stem Thailand Kikuchi et al. (2007)
29 Ononin M. dielsiana stem Thailand Kikuchi et al. (2007)
30 Dalpatin M. dielsiana vine stems China Gong et al. (2014)
31 Odoratin-7-O-glucopyranoside M. dielsiana vine stems China Gong et al. (2014)
32 Genistin M. dielsiana, M. nitida vine stems China Gong et al. (2014); Ye et al. (2012a, b)
33 Glycitin M. dielsiana vine stems China Gong et al. (2014)
34 Daidzin M. dielsiana vine stems China Gong et al. (2014)
35 Wistin M. dielsiana vine stems China Gong et al. (2014)
36 Hirsutissimiside A M. nitida Stem China Cheng et al. (2005)
37 Hirsutissimiside C M. nitida Stem China Cheng et al. (2005)
38 Hirsutissimiside B M. nitida Stem China Cheng et al. (2005)
39 Sphaerobioside M. nitida Unspecified China Ye et al. (2012a, b)
40 Formononetin-7-O-β-D-apiofuranosyl-(1, 6)–O-D-glucopyranoside M. nitida Unspecified China Ye et al. (2012a, b)
41 Millesianin G M. dielsiana vine stems China Gong et al. (2014)
42 Millesianin F M. dielsiana vine stems China Gong et al. (2014)
43 Lanceolarin M. nitida Unspecified China Ye et al. (2012a, b)
Isoflavones (Prenylated) 44 5-Hydroxy-7-methoxy-4'-O-(3-methylbut-2-enyl)isoflavone M. extensa Stems, roots Thailand Raksat et al. (2018, 2019)
45 5,7,5'-Trimethoxy-4'-O-prenylisoflavone M. griffithii stems China Tang et al. (2016)
46 Brandisianin A M. brandisiana Leaves Thailand Pancharoen et al. (2008)
47 7,4'-Di-O-prenylgenistein M. extensa; M. brandisiana Stems, roots; Leaves

Thailand

Thailand

Raksat et al. (2018, 2019); Pancharoen et al. (2008)
48 Viridiflorin M. brandisiana Leaves Thailand Pancharoen et al. (2008); Kikuchi et al. (2007)
49 Predurallone M. dura Seed pod Kenya Yenesewe et al. (1996)
50 Furowanin B M. pachycarpa Leaves Japan Ito et al. (2006)
51 Millesianin H M. dielsiana stems China Ye et al. (2014)
52 Millesianin A M. dielsiana Vine stems Vietnam Gong et al. (2009)
53 Millesianin I M. dielsiana stems China Ye et al. (2014)
54 Brandisianin C M. brandisiana Leaves Thailand Kikuchi et al. (2007)
55 Brandisianin E M. brandisiana Leaves Thailand Kikuchi et al. (2007)
56 6,8-Diprenyorobol M. extensa; roots Thailand Raksat et al. (2019)
57 Millewanins G M. pachycarpa Leaves Japan Ito et al. (2006)
58 Millewanins H M. pachycarpa Leaves Japan Ito et al. (2006)
59 Griffonianone C M. griffoniana Root, stem; Root bark/seed pod Camerroon Wanda et al. (2006, 2007)
60 Millexatin A M. extensa stems Thailand Raksat et al. (2018)
61 Millipurone M. extensa Leaves Thailand Raksat et al. (2019)
62 Millexatin B M. extensa stems Thailand Raksat et al. (2018)
63 Millexatin C M. extensa stems Thailand Raksat et al. (2018)
64 Millexatin D M. extensa Roots Thailand Raksat et al. (2019)
65 Millexatin E M. extensa stems Thailand Raksat et al. (2018)
66 Millexatin F M. extensa stems Thailand Raksat et al. (2018)
67 Millexatin G M. extensa Leaves Thailand Raksat et al. (2019)
68 Millexatin H M. extensa Leaves Thailand Raksat et al. (2019)
69 Millexatin I M. extensa Roots Thailand Raksat et al. (2019)
70 Millexatin J M. extensa Leaves Thailand Raksat et al. (2019)
71 Millesianin B M. dielsiana Vine stems Vietnam Gong et al. (2009)
72 Millesianin C M. dielsiana Vine stems Vietnam Gong et al. (2009)
73 Millesianin D M. dielsiana Vine stems Vietnam Gong et al. (2009)
74 Millesianin E M. dielsiana Vine stems Vietnam Gong et al. (2009)
75 Ferrugone M. dura Seed pod Kenya Yenesew et al. (1997)
76 Brandisianin D M. brandisiana Leaves Thailand Kikuchi et al. (2007)
77 Auriculatin M. extensa Stems; leaves Thailand Raksat et al. (2018, 2019)
78 Scandenone M. extensa; M. pachycarpa Roots, stems; seeds Thailand, China Raksat et al. (2018, 2019); Ye et al. (2012a, b)
79 Auriculasin M. extensa Stems; leaves Thailand Raksat et al. (2018, 2019)
80 Isoauriculasin M. extensa Roots, stems Thailand Raksat et al. (2018, 2019)
81 Isoauroculatin M. extensa Stems, roots Thailand Raksat et al. (2018, 2019)
82 2'-deoxyisoauriculatin M. extensa Stems, roots Thailand Raksat et al. (2018, 2019)
83 Durallone M. dielsiana; M. dura Stems; Seed pods China, Kenya Ye et al. (2014); Yenesewe et al. (1996)
84 6-Methoxycalpogonium isolfavone A M. dielsiana; M. dura Stems; seed pods China, Kenya Ye et al. (2014); Yenesew et al. (1997)
85 Calopogoniumisolfavone A M. dura; M. dielsiana Seed pod; stems Kenya, China Yenesewe et al. (1996); Ye et al. (2014)
86 6-Demethyldurallone M. dura Seed pod Kenya Yenesewe et al. (1996)
87 Hydroxy-6-methoxy-3–4-methylenedioxy-8–3-3-Dimethylallylisoflavone M. dielsiana stems China Ye et al. (2014)
88 Elongatin M. extensa stems Thailand Raksat et al. (2018)
89 4'-Methylalpinumisofiauone M. extensa stems Thailand Raksat et al. (2018)
90 5-O-methyl-4'-O-(3-methyl-2-butenyl)alpinumisoflavone M. extensa Leaves Thailand Raksat et al. (2019)
91 Barbigerone M. pachycarpa, M. pachycarpa; M. usaramensis; M. dielsiana Seeds; Stem bark; Stems China, Kenya, Vietnam Ye et al. (2010); Tu et al. (2019); Yenesew et al. (2003b); Ye et al. (2014); Gong et al. (2009)
92 Isoerythrinin-A-4′-(3-methylbut-2-enyl) ether M. dura Seed pod; Root barks Kenya Yenesewe et al. (1996); Marco et., al. (2017)
93 2'-O-Methylisoauriculatin M. extensa stems Thailand, Raksat et al. (2018)
94 Durmillone M. griffoniana; M. dielsiana; M. dura Root bark; Stems; Seed pod Cameroon, China, Kenya Yankep et al. (2003); Yankep et al. (1997); Ye et al. (2014); Yenesewe et al. (1996)
95 Calopogoniumisoflavone B M. griffoniana Root barks Cameroon, Kenya Yankep et al. (1997); Marco et al. (2017)
96 Jamaicin M. usaramensis; M. dura; M. griffoniana Root bark; Seed pods; root bark Kenya, Cameroon Deyou et al. (2015); Yenesew et al. (1997); Yankep et al. (1997)
97 Ichthynone M. dielsiana Stems China Ye et al. (2014)
98 6'',6''-Dimethyl-5-hydroxy-3'-methoxy-4'-hydroxypyrano[2,'',3'':7,6]isoflavone M. pachycarpa Seeds China Ye et al. (2012a, b)
99 4',5'-Dimethoxy-6,6-dimethylpyranoisoflavone M. pachycarpa Seeds China Tu et al. (2019)
100 4'-Demethyltoxicarol isoflavone M. brandisiana leaves Thailand Kikuchi et al. (2009)
101 Toxicarolisoflavone M. brandisiana Leaves Thailand Pancharoen et al. (2008)
102 6'',6''-Dimethyl-5-hydroxy-3',4'-dimethoxypyrano[2'',3'':7,6]isoflavone M. pachycarpa Seeds China Ye et al. (2012a, b)
103 Milletenone A M. pachycarpa Seeds China Tu et al. (2019)
104 cis-3'',4''-Dihydro-3'',4''-Dihydroxylonchocarpusone M. Pachycarpa Seeds China Tu et al. (2020)
105 Griffonianone B M. griffoniana Root bark Cameroon Yankeb et al. (2001)
106 Brandisianin B M. brandisiana Leaves Thailand Kikuchi et al. (2007)
107 Milletenol A M. Pachycarpa Seeds China Tu et al. (2020)
108 Norisojamaicin M. usaramensis Stem bark Kenya Yenesew et a. (1998)
109 Maximaisoflavone B M. dura Root barks Kenya Marco et al. (2017)
Isoflavones (Geranylated) 110 7-O-Geranylformononetin M. griffoniana Root bark; seed pods Cameroon Yankep et al. (1997); Wanda et al. (2006)
111 3',4'-Dihydroxy-7-O-[(E)-3,7-dimethyl-2,6-octadienyl]isoflavone M. griffoniana Root bark Cameroon Yankep et al. (1997)
112 7-O-Geranylpseudobaptigenin M. griffoniana Root bark Cameroon Yankep et al. (1997)
113 Griffonianone D M. griffoniana Root bark Cameroon Yankep et al. (2003)
114 4'-O-Geranylisoliquiritigenin M. griffoniana Root bark/seed pod Cameroon Wanda et al. (2006)
115 4'-Methoxy-7-O-[(E)-3-methyl-7-hydroxymethyl-2,6-octadienyl]isoflavone M. griffoniana Root bark/seed pod Cameroon Wanda et al. (2006)
Rotenoids 116 12a-Hydroxyrotenone M. pachycarpa; M. brandisiana Seeds; Roots China, Thailand Tu et al. (2019); Pailee et al. (2019)
117 Villosinol M. brandisiana Roots Thailand Pailee et al. (2019)
118 Tephrosin M. brandisiana; M. dura; M. pachycarpa; M. usaramensis Roots; seed pods, seeds; seeds; Root bark Thailand, Kenya, China Pailee et al. (2019); Yenesew et al. (1997, 2003b); Tu et al. (2019); Ye et al. (2008; 2012a, b); Deyou et al. (2015)
119 α-Toxicarol M. brandisiana Leaves Thailand Pancharoen et al. (2008)
120 12a-Hydroxy-α-toxicarol M. brandisiana Leaves Thailand Pancharoen et al. (2008)
121 6a,12a-Dehydro-α–toxicarol M. brandisiana; M. extensa Leaves; stems Thailand Pancharoen et al. (2008); Raksat et al., 2018
122 6-Hydroxy-6a,12a-dehydro-α -toxicarol M. brandisiana Leaves Thailand Pancharoen et al. (2008)
123 6a,12a-Dehydrosermundone M. brandisiana Leaves Thailand Pancharoen et al. (2008)
124 Stemonal M. brandisiana Leaves Thailand Pancharoen et al. (2008)
125 Sermundone M. brandisiana Leaves Thailand Pancharoen et al. (2008)
126 6-Deoxyclitoriacetal M. brandisiana Leaves Thailand Pancharoen et al. (2008)
127 Deguelin M. dura, M. pachycarpa Seeds Kenya, China Yenesew et al. (2003a); Tu et al. (2019); Ye et al. (2008; 2012a, b)
128 Millettone M. dura Seed pod Kenya Yenesew et al. (1997)
129 Millettosin M. dura; M. usaramensis Seed pod; Root bark Kenya, China Yenesew et al. (1996); Deyou et al. (2015)
130 Rotenone M. dura Seeds Kenya Yenesew et al. (2003a)
131 Sumatrol M. extensa stems Thailand Raksat et al. (2018)
132 Usararotenoid A M. usaramensis Root bark; Stem bark Deyou et al. (2015); Yenesew et al. (2003b)
133 Usararotenoid C M. usaramensis Root bark; Stem bark Kenya Deyou et al. (2015); Yenesew et al. (2003b)
134 12-Dihydrousararotenoid A M. usaramensis Root bark Kenya Deyou et al. (2015)
135 12-Dihydrousararotenoid B M. usaramensis Root bark Kenya Deyou et al. (2015)
136 13-Homo13-oxa-6a,12a-dehydrodeguelin M. pachycarpa Seeds China Ye et al. (2010, 2012a, b)
137 6a,12a-Dehydrodeguelin M. pachycarpa Seeds China Ye et al. (2008, 2012a, b)
138 6a,12a-Dehydromillettone M. usaramensis Stem bark Kenya Yenesew et al. (2003b)
139 12α-Hydroxy-12-dihydro-( +)-usararotenoid-A M. usaramensis Stem bark Kenya Yenesew et al. (1998)
140 12-Dihydrousararotenoid C M. usaramensis Root bark Kenya Deyou et al. (2015)
141 Epimilletosine M. usaramensis Root bark; Stem bark Kenya Deyou et al. (2015); Yenesew et al. (2003b)
142 trans-4',5'-Dihydro-4',5'-dihydroxytephrosin M. pachycarpa Seeds China Tu et al. (2020)
143 ( +)-Usararotenoid B M. usaramensis Stem bark Kenya Yenesew et al. (1998)
144 Griffonianone A M. griffoniana Root bark Cameroon Yankeb et al. (2001)
145 cis-4',5'-Dihydro-4',5'-dihydroxytephrosin M. pachycarpa Seeds China Tu et al. (2020)
Coumarin 146 4-Hydroxy-5,6,7-trimethoxy-3-(3',4'-Methylenedioxy)phenylcoumarin M. griffoniana Root bark Cameroon Yankeb (1998)
Pterocarpans 147 Brandisianin F M. brandisiana Leaves Thailand Kikuchi et al. (2007)
148 (-)-Medicarpin M. brandisiana Roots Thailand Pailee et al. (2019)
149 (-)-Maackiain M. brandisiana; M. extensa; M. nitida Roots; stems Thailand, China Pailee et al. (2019; 2019); Ye et al. (2012a, b)
150 Erycristagallin M. extensa Leaves Thailand Raksat et al. (2019)
151 3-O-Prenylmaackiain M. dura Root barks Kenya Marco et al. (2017)
Chromanochromenes 152 Millexatin K M. extensa Roots Thailand Raksat et al. (2019)
153 Millexatin L M. extensa Roots Thailand Raksat et al. (2019)
154 Millexatin M M. extensa Roots Thailand Raksat et al. (2019)