Spectroscopic Properties of Natural Flavonoids
eBook - ePub

Spectroscopic Properties of Natural Flavonoids

  1. 352 pages
  2. English
  3. ePUB (mobile friendly)
  4. Available on iOS & Android
eBook - ePub

Spectroscopic Properties of Natural Flavonoids

About this book

This book offers physical characteristics and spectral data of 150 selected natural compounds arranged according to their chemical structures in various sub-classes. These include natural source, molecular formula, chemical structure, physical characteristics (melting point, molecular weight, and specific rotation) and detailed spectral data (UV, FT-IR, 1H-NMR, 13C-NMR, 2D-NMR, Mass) along with their assignments for each compound.


Contents:

  • Acacetin 7-O-(3-acetyl-β-D-glucopyranoside)
  • Aciculatinone
  • Afzelin A
  • Apigenin-4′- O -(2″- O - p -coumaroyl)-β-D-glucopyranoside
  • Bismurrangatin
  • Citrumedin-B
  • Denticulatain C
  • Eriodictyol 7- O -(6″-feruloyl)-β-D-glucopyranoside
  • Flemingichromone
  • Hirsutissimiside A
  • Hovenin B
  • Kaempferol 3- O -β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside
  • Lawsochrysin
  • Murrmeranzin
  • Noidesol A
  • Ormosinol
  • Oxytropisoflavan A
  • Peregrinumin A
  • Phellamurin
  • Polygonflavanol A
  • Quercetin 4′- O -α-rhamnopyranosyl-3- O -β-D-allopyranoside
  • Sophoranone
  • Tomentodiplacol
  • Tupichinol A
  • Vogelin H
  • Yunngnin A
  • and other papers


Readership: Natural product chemists, synthetic chemists; phytochemists; medicinal chemists; pharmacologists; industrial research groups developing drugs from natural compounds and their analogues; pharmaceutical companies; manufacturers of herbal and ayurvedic medicines and cosmetic products; manufacturers of natural products; advanced and research students.
Key Features:

  • This is the first comprehensive guidebook on natural flavonoids. It presents the actual spectral and physical data along with natural sources rather than just references to the data
  • This information within will be of great benefit to organic chemists, natural product chemists, synthetic chemists, medicinal chemists and pharmacologists

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Yes, you can access Spectroscopic Properties of Natural Flavonoids by Goutam Brahmachari in PDF and/or ePUB format, as well as other popular books in Physical Sciences & Pharmacology. We have over one million books available in our catalogue for you to explore.

Information

Publisher
WSPC
Year
2018
eBook ISBN
9789813275706
Topic
Physical Sciences
Subtopic
Pharmacology

Amyrisin B [5,7-dihydroxy-2- (4-((2-hydroxy-3-methylbut-3-en-1-yl)oxy)phenyl)-6-methoxy-4H-chromen-4-one]

IUPAC name: 5,7-Dihydroxy-2-(4-((2-hydroxy-3-methylbut-3-en-1-yl) oxy)phenyl)-6-methoxy-4H-chromen-4-one
Sub-class: O-Prenylated flavone
Chemical structure
Source: Amyris madrensis S. Watson (Family: Rutaceae); leaves and twigs
Molecular formula: C21H20O7
Molecular weight: 384
State: Yellow powder
Bioactivity studied: Anticancerous [IC50 = (17.5 ± 4.5) μM against PC-3 cancer cells]
Specific rotation: [α]20D +6.3° (MeOH, c 0.03)
UV (MeCN-H2O): λmax 274, 335 nm
1H-NMR (CDCl3, 500 MHz): δ 6.58 (1H, s, H-3), 6.60 (1H, s, H-8), 7.84 (2H, d, J = 9.0 Hz, H-2′ and H-6′), 7.05 (2H, d, J = 9.0 Hz, H-3′ and H-5′), 4.14 (1H, dd, J = 9.5, 3.2 Hz, H-1′′a), 4.04 (1H, t, J = 9.2 Hz, H-1′′b), 4.53 (1H, m, H-2′′), 5.19 (1H, s, H-4′′a), 5.06 (1H, s, H-4′′b), 1.86 (3H, s, H-5′′), 4.05 (3H, s, 6-OCH3), 13.01 (1H, s, 5-OH), 6.49 (1H, s, 7-OH).
13C-NMR (CDCl3, 125 MHz): δ 164.1 (C-2), 103.9 (C-3), 182.7 (C-4), 152.3 (C-5), 130.4 (C-6), 155.1 (C-7), 93.4 (C-8), 153.8 (C-9), 105.7 (C-10), 124.5 (C-1′), 128.3 (C-2′, C-6′), 115.1 (C-3′, C-5′), 161.7 (C-4′), 71.9 (C-1′′), 74.1 (C-2′′), 143.3 (C-3′′), 113.3 (C-4′′), 18.7 (C-5′′), 60.7 (C6-OCH3).
HSQC: δ 6.58 (H-3) vs δ 103.9 (C-3), δ 6.60 (H-8) vs δ 93.4 (C-8), δ 7.84 (H-2′/H-6′) vs δ 128.3 (C-2′/C-6′), δ 7.05 (H-3′/ H-5′) vs δ 115.1 (C-3′/C-5′), δ 4.14 (H-1′′a) and 4.04 (H-1′′b) vs δ 71.9 (C-1′′), δ 4.53 (H-2′′) vs δ 74.1 (C-2′′), δ 5.19 (H-4′′a) and 5.06 (H-4′′b) vs δ 113.3 (C-4′′), δ 1.86 (H-5′′) vs δ 18.7 (C-5′′), δ 4.05 (6-OCH3) vs δ 60.7 (C6-OCH3).
HMBC: δ 4.14 (H-1′′a) and 4.04 (H-1′′b) vs δ 161.7 (C-4′) indicating the presence of the prenyloxy group at C-4′.
HRMS: m/z 385.1299 ([M + H]+, Calcd. for C21H21O7, 385.1287).

Reference

Peng J, Hartley R M, Fest G A, Mooberry S L. (2012). Amyrisins A-C, O-prenylated flavonoids from Amyris madrensis. J Nat Prod 75: 494–496.

Amyrisin C [5,7-Dihydroxy-6-methoxy-2-(3-methoxy-4-((3-methylbut-2-en-1-yl)oxy)phenyl)-4H-chromen-4-one]

IUPAC name: 5,7-Dihydroxy-6-methoxy-2-(3-methoxy-4-((3-methylbut-2-en-1-yl)oxy)phenyl)-4H-chromen-4-one
Sub-class: O-Prenylated flavone
Chemical structure
Source: Amyris madrensis S. Watson (Family: Rutaceae); leaves and twigs
Molecular formula: C22H22O7
Molecular weight: 398
State: Yellow powder
Bioactivity studied: Anticancerous [IC50 = (23.05 ± 5.3) μM against PC-3 cancer cells]
UV (MeCN-H2O): λmax 275, 342 nm
1H-NMR (CDCl3, 500 MHz): δ 6.96 (1H, s, H-3), 6.98 (1H, s, H-8), 7.224 (1H, d, J = 2.1 Hz, H-2′), 6.97 (1H, d, J = 8.6 Hz, H-5′), 7.49 (1H, dd, J = 8.5, 2.1 Hz, H-6′), 4.67 (2H, d, J = 6.6 Hz, H-1′′), 5.52 (1H, t, J = 6.6 Hz, H-2′′), 1.77 (3H, s, H-4′′), 1.80 (3H, s, H-5′′), 4.05 (3H, s, 6-OCH3), 3.96 (3H, s, 3′-OCH3), 13.09 (1H, s, 5-OH).
13C-NMR (CDCl3, 125 MHz): δ 164.1 (C-2), 103.9 (C-3), 182.7 (C-4), not detected (C-5), 130.1 (C-6), 155.0 (C-7), 93.4 (C-8), 153.1 (C-9), 105.8 (C-10), 123.5 (C-1′), 108.8 (C-2′), 149.6 (C-3′), 151.6 (C-4′), 112.7 (C-5′), 120.1 (C-6′), 66.1 (C-1′′), 119.3 (C-2′′), 138.7 (C-3′′), 18.0 (C-4′′), 25.5 (C-5′′), 61.0 (C6-OCH3), 56.3 (C3′-OCH3).
HMBC: δ 4.67 (H-1′′) vs δ 151.6 (C-4′), δ 3.96 (3′-OCH3) vs δ 149.6 (C-3′) (selected HMBC correlations were shown).
HRMS: m/z 399.1447 ([M + H]+, Calcd. for C22H23O7, 399.1444).

Reference

Peng J, Hartley RM, Fest GA, Mooberry SL. (2012). Amyrisins A-C, O-prenylated flavonoids from Amyris madrensis. J Nat Prod 75: 494–496.

Angepubebisin

IUPAC name: (E)-(R)-(7-methoxy-2-oxo-2H-chromen-6-yl)((S)-2,2,5,5-tetramethyl-1,3-dioxolan-4-yl)methyl 2-methylbut-2-enoate
Sub-class: Coumarin
Chemical structure
Source: Angelica pubescens Maxim. f. biserrata Shan et Yuan (Family: Umbelliferae); roots
Molecular formula: C23H28O7
Molecular weight: 416
State: Amorphous powder
Specific rotation: [α]20D −59.0° (CHCl3, c 0.09)
UV (MeOH): λmax ...

Table of contents

  1. Cover Page
  2. Title
  3. Copyright
  4. Dedication
  5. Abbreviations
  6. Foreword
  7. Preface
  8. Contents
  9. Acacetin 7-O-(3-acetyl-β-D-glucopyranoside)
  10. 6″′-O-Acetyl amurensin
  11. (2R,3R)-2″-Acetyl astilbin [(2R,3R)-5,7,3′, 4′-tetrahydroxyflavanonol 2″-acetylrhamnoside]
  12. Aciculatinone
  13. Afzelin A [6,7-(2″,2″-dimethylpyrano)-3,5,4′-trihydroxyflavanone]
  14. Afzelin C [7,6-(2″,2″-dimethylpyrano)-5-hydroxy-3, 4′-(3,3-dimethylallyloxy)flavone]
  15. Amyrisin B [5,7-dihydroxy-2-(4-((2-hydroxy-3-methylbut-3-en-1-yl)oxy)phenyl)-6-methoxy-4H-chromen-4-one]
  16. Amyrisin C [5,7-Dihydroxy-6-methoxy-2-(3-methoxy-4-((3-methylbut-2-en-1-yl)oxy)phenyl)-4H-chromen-4-one]
  17. Angepubebisin
  18. Apigenin-4′-O-(2″-O-p-coumaroyl)-β-D-glucopyranoside
  19. Apigenin 6-C-[2″-O-(E)-feruloyl-β-D-glucopyranosyl]-8-C-β-D-glucopyranoside
  20. Apigenin 8-C-[α-L-rhamnopyranosyl-(1→4)]-α-D-glucopyranoside
  21. Apigenosylide C
  22. Aquisiflavoside [4′,5-dihydroxy-3′,7-dimethoxyflavone 5-O-β-D-xylopyranosyl-(1→6)-β-D-glucopyranoside]
  23. Artelasticinol
  24. Artelastoheterol [5,2′,4′,5′-tetrahydroxy-6,7-(2,2-dimethyl-6H-pyrano)-8-prenyl-3-(9-hydroxy)prenyl-flavone]
  25. Asphodelin A 4′-O-β-D-glucoside
  26. Bismurrangatin
  27. Brosimacutin K [(2S)-3′,4′-dihydroxy-7,8- (2,2-dimethyl-3-hydroxy-2,3-dihydro-4H-pyrano)-flavan]
  28. Celtiside A [Isoswertisin 8-C-[α-L-rhamnopyranosyl- (1→6)-β-D-glucopyranoside]
  29. Celtiside B [7-Methoxyluteolin 8-C-[α-L-rhamnopyranosyl- (1→2)-β-D-glucopyranoside]
  30. Citrumedin-B
  31. Corbulain Ib [2-(4-Hydroxyphenyl)-3,4,9,10-tetrahydro-3,5-dihydroxy-10-(3,4-dihydroxyphenyl)-(2R,3R,10S)-2H,8H-benzo[1,2-b:3,4-b′]dipyran-8-one]
  32. Cyanidin 3-O-(2″-(5″′-(E-p-coumaroyl)-β-apiofuranosyl)-β-xylopyranoside)-5-O-β-glucopyranoside
  33. 7-De-O-methylaciculatin [8-C-β-D-digitoxopyranosylapigenin]
  34. Delphinidin 3-O-β-galactopyranoside-3′,5′-di-O-β-glucopyranoside
  35. Denticulatain C
  36. Denticulatain D
  37. Devenyol
  38. (2R,3S)-6,8-Di-C-methyldihydrokaempferol
  39. (3R)-2′,7-Dihydroxy-3′-(3-methylbut-2-enyl)-2′′′, 2′″-dimethylpyrano[5′″,6′″:4′,5′]isoflavan
  40. (3R)-5,4′-Dihydroxy-2′-methoxy-3′-(3-methylbut-2-enyl)-(6″,6″-dimethylpyrano)-(7,6:2″,3″)-isoflavanone
  41. 5,2′-Dihydroxy-3,6,7-trimethoxyflavone-5-O-β-D-xylopyranosyl-(1→4)-O-β-D-glucopyranoside
  42. 5,4′-Dihydroxy-8-(3″-methylbut-2″-enyl)-2′″-(4′″-hydroxy-4′″-methylethyl)furano-[4′″,5′″;6,7]isoflavone
  43. 5,6-Dihydroxy-7,8,4′-trimethoxyflavone
  44. 5,7-Dihydroxy-6-(2″-hydroxy-3″-methylbut-3″-enyl)-4′-methoxylisoflavone
  45. 5,7-Dihydroxy-6,8,4′-trimethoxyflavone
  46. 5,7-Dihydroxy-8-(3-methylbut-2-enyl)-4-phenyl-2H-chromen-2-one
  47. 5,7-Dihydroxy-8,3′,5′-trimethoxyflavone
  48. 7,4′-Dihydroxy-6,8-dimethoxy-4-phenylcoumarin
  49. 7,8-Dihydroxy-3-(3-hydroxy-4-oxo-4H-pyran-2-yl)-2H-chromen-2-one
  50. 8,4″-Dihydroxy-3″,4″-dihydrocapnolactone-2′,3′-diol
  51. (2R,3R)-2-(2,4-dihydroxyphenyl)-3,5-dihydroxy-8,8-dimethyl-2,3-dihydropyrano[2,3-f]-chromen-4(8H)-one
  52. (2R,3R)-2-(2,4-Dihydroxyphenyl)-3,5,7-trihydroxy-8-prenyl-chroman-4-one
  53. 3′,5′-Dimethoxy-[2″,3″:7,8]-furanoflavone
  54. 7,4′-Dimethylapigenin-6-C-β-glucopyranosyl-2″-O-α-L-arabinopyranoside
  55. Eriodictyol 7-O-(6″-feruloyl)-β-D-glucopyranoside
  56. Eriodictyol 7-O-sophoroside [Eriodictyol-7-O-β-D-glucopyranosyl-(1 → 2)-β-D-glucopyranoside]
  57. 7-O-Feruloylorientin
  58. Flemingichromone
  59. Fleminginin
  60. 3′-Formyl-5,4′-dihydroxy-7-methoxyisoflavone
  61. 7-O-β-D-Glucopyranosylchamaejasmin
  62. Griffinoid A
  63. Griffinoid D
  64. (+)-Hexanoyllomatin
  65. Hildegardiol [(3R)-6,2′-dihydroxy-7-methoxy-4′,5′-methylenedioxyisoflavan]
  66. Hirsutissimiside A [formononetin 7-O-β-D-(6″-ethylmalonyl)-glucopyranoside]
  67. Hovenin A
  68. Hovenin B
  69. Hovenin C
  70. (2R)-5-Hydroxy-7,8-dimethoxy flavanone-5-O-β-D-glucopyranoside
  71. (2S)-3′-(2-Hydroxy-3-methylbut-3-enyl)licoflavone-4′-methyl ether
  72. 2′-Hydroxy-3,4-dimethoxy-[2″,3″:4′,3′]-furanochalcone
  73. 2′-Hydroxy-6,4′,6″,4′″-tetramethoxy-[7-O-7″]-bisisoflavone
  74. 5-Hydroxy-3,7-dimethoxy-4′-prenyloxyflavone
  75. 5-Hydroxy-6,8-dimethoxy-3′,4′-methylenedioxyflavone
  76. 5-Hydroxy-7,8,2′,4-tetramethoxyflavone
  77. 5-Hydroxy-8,8-dimethyl-4-phenyl-9,10-dihydropyrano [2,3-f]chromen-2(8H)-one
  78. 7-Hydroxy-4′-methoxy-3′-(3-hydroxy-3-methyl-trans-but-1-enyl)-5′-(3-methylbut-2-enyl) flavanone
  79. 7-Hydroxy-6,4′-dimethoxy-isoflavonequinone
  80. 7-Hydroxy-6-methoxy-3,8-bis(3-methyl-2-butenyl)coumarin
  81. 6-Hydroxyluteolin 7-O-laminaribioside [6-hydroxyluteolin-7-O-β-D-glucopyranosyl-(1→3)-β-D-glucopyranoside]
  82. Irilone 4′-O-[β-D-glucopyrano-(1→6)-O-β-D-glucopyranoside]
  83. Kaempferol 3-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside
  84. Khonklonginol A [3,5-Dihydroxy-4′-methoxy-6″,6″-dimethylpyrano(2″,3″:7,6)-8-(3′″,3″′-dimethylallyl) flavanone]
  85. Khonklonginol E [3,5-Dihydroxy-4′-methoxy-6″,6″-dimethylpyrano(2″,3″:7,6)-8-(3′″,3′″-dimethyl-2′″, 3″′-dihydroxypropyl)flavanone]
  86. Khonklonginol F [3,5-Dihydroxy-4′-methoxy-6″, 6′-dimethylpyrano(2″,3″:7,6)-8-(3′″;, 3″′-dimethylallyl)flavone]
  87. Kurzphenol B
  88. Lawsochrysin (5-hydroxy-6-n-pentyl-7-n-pentyloxyflavone)
  89. Lawsonaringenin [4′,5-dihydroxy-7-(4″-pentenyloxy)flavanone]
  90. Licoflavanone-4′-O-methyl ether
  91. Liquiritigeninyl-(I-3,II-3)-naringenin
  92. Luteolin 7-O-[6″-(3′″-hydroxy-4′″-methoxy cinnamoyl)]-β-D-glucopyranoside
  93. Lyratin B
  94. Malvidin 3-O-[6-O-(3-hydroxy-3-methylglutaryl)-β-glucopyranoside]
  95. 3-Methoxy-(3″,4″-dihydro-3″,4″-diacetoxy)-2″, 2″-dimethylpyrano-(7,8:5″,6″)-flavone
  96. 7-Methoxy-2″-O-(2′″-methylbutyryl)orientin
  97. 6-Methoxykaempferol-3-O-β-D-gentiobioside [6-methoxy-3,5,7,4′-tetrahydroxyflavon 3-O-β-D-glucopyranosyl(1→6)-O-β-D-glucopyranoside]
  98. 5-Methoxyl-4,2′-epoxy-3-(4′,5′-dihydroxyphenyl)-linear pyranocoumarin
  99. (2R,3R)-6-Methylaromadendrin 3-O-β-D-glucopyranoside
  100. 3′,4′-Methylenedioxy-[2″,3″:7,8]-furanoflavonol
  101. N-8-Methylquercetin-3-O-[α-L-rhamnopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→6)]-β-D-galactopyranosyl])-3-hydroxypiperidin-2-one
  102. Murrmeranzin
  103. Naringenin 5-methyl ether
  104. Nervilifordin A [Rhamnocitrin-3-O-β-D-xylopyranosyl-(1→4)-β-D-glucopyranoside]
  105. Nervilifordin E [4′-O-β-D-glucopyranosylrhamnetin-3-O-β-D-glucopyranosyl-(4→1)-β-D-glucopyranoside]
  106. Noidesol A
  107. Ormosinol [5,7,2′,4′-tetrahydroxyl-6,8,5′-tri-(γ,γ-dimethylallyl) isoflavanone]
  108. Ormosinoside [Isoprunetin-7-O-β-D-xylopyranosyl-(1→6)-β-D-glucopyranoside
  109. Oxytropisoflavan A
  110. Pavietin
  111. Pelargonidin 3-(2″-(6′″-E-sinapoyl-β-glucopyranosyl)-6″-(E-p-coumaroyl)-β-glucopyranoside)-5-β-glucopyranoside
  112. 5,6,2′,5′,6′-Pentamethoxy-3′,4′-methylenedioxyflavone
  113. Peregrinumin A [Acacetin-7-O-(2,3-O-diacetyl-α-L-rhamnosyl)-(1→6)-β-D-glucoside]
  114. Phellamurin
  115. (2R)-Phellodensin-F
  116. Pisonianone [5,7,2′-Trihydroxy-6-methoxy-8-methylisoflavone]
  117. Pisonivanol [(2R,3R)-3,7-dihydroxy-5,6-dimethoxyflavanone]
  118. Pisonivanone [(2S)-5,7,2′-trihydroxy-8-methylflavanone]
  119. Platyisoflavanone A [(S)-5,7-dihydroxy-2′,4′-dimethoxy-3′-(3″-methylbut-2″-enyl)-isoflavanone]
  120. Polygonflavanol A
  121. Pongamone A [7-(γ,γ-Dimethylallyloxy)-8,4′-dimethoxy-isoflavone]
  122. Pongamone C [(2S)-3′,4′-Methylenedioxy-6-γ, γ-dimethylallylpyrano [5″,6″:7,8]-flavanone]
  123. Praeroside VI [cis-Khellactone-3′-O-β-D-apiofuranosyl (1→6)-β-D-glucopyranoside]
  124. Protoapigenone
  125. Quercetin 3-O-[2′″,6″′-O-diacetyl-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside]
  126. Quercetin-3-O-[α-L-rhamnopyranosyl-(1→2)-[α-L-rhamnopyranosyl-(1→6)]-β-D-galactopyranosyl]-7-O-β-D-glucopyranoside
  127. Quercetin 3-O-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside
  128. Quercetin 3-O-β-D-glucopyranosyl-4″,6″-digallate[2-(3,4-dihydroxyphenyl)-5, 7-dihydroxy-4-oxo-4H-chromen-3-yl-4,6-bis-O-α-D-(3,4,5-trihydroxybenzoyl) glucopyranoside]
  129. Quercetin 4′-O-α-L-arabinofuranoside [2-Hydroxy-4-O-α-L-(3,5,7-trihydroxy-4-oxo-4H-chromen-2-yl) phenylarabinofuranoside]
  130. Quercetin 4′-O-α-rhamnopyranosyl-3-O-β-D-allopyranoside
  131. Rotundaflavone Ia
  132. Sarcandracoumarin
  133. Sarmenoside VII [Limocitrin 3-O-(6-O-acetyl-β-D-glucopyranosyl)-7-O-β-D-glucopyranoside]
  134. Siamenol A
  135. Sophoranone [3,5,7,3′-Tetrahydroxy-2′,4′-dimethoxy-5′-prenylisoflavanone]
  136. Sophoronol A
  137. Sophoronol C
  138. Terpurinflavone [7-Acetoxy-8-(3″-acetoxy-2″, 2″-dimethyltetrahydro-4″-furanyl)flavone]
  139. 2,3′,4,4′-Tetrahydroxy-3,5′-diprenylchalcone
  140. 5,7,3′,4′-Tetrahydroxy-3,6-diprenylflavone
  141. 5,7,2′,2′-Tetrahydroxyflavone 7-O-β-D-glucuronopyranoside
  142. (2S)-5,7,3′,4′,-Tetramethoxyflavanone
  143. Tomentodiplacol
  144. (2R,3R)-3,4′,7-Trihydroxy-3′-prenylflavanone
  145. (3S)-2′,4′,5-Trihydroxy-[5″-(1,2-dihydroxy-1-methylethyl)-dihydrofurano(2″,3″:7,8)]-isoflavanone
  146. (3S)-7,2′,4′-Trihydroxy-5,5′-dimethoxy-6-(3-methylbut-2-enyl)-isoflavan
  147. 5,2′,4′-Trihydroxy-7-methoxy-5″-(3-methylbuten-2-yl) isoflavone
  148. 5,7,2′-Trihydroxy-8-methoxyflavone 7-O-β-D-glucopyranoside
  149. 5,7,4′-Trihydroxy-8-p-hydroxybenzyldihydroflavonol
  150. (2S)-6,3′,4′-Trimethoxy-[2″,3″:7,8]-furanoflavanone
  151. 4′,5,6-Trimethoxyisoflavone-7-O-β-D-glucopyranosyl(1→4)-α-L-rhamnopyranosyl(1→6)-β-D-glucopyranosyl(1→3)-[α-L-rhamnopyranosyl(1→6)]-β-D-glucopyranoside
  152. Tupichinol A [(2R,3R)-3,4′-Dihydroxy-7-methoxy-8-methylflavan]
  153. Tupichinol E [3,5,4′-Trihydroxy-7-methoxy-8-methylflavone]
  154. Tupichinol F [5,7,4′-Trihydroxy-3-methoxy-8-methylflavone]
  155. Vogelin H [7,4′-Dihydroxy-8-(γ, γ-dimethylallyl)-2″ξ-(4″-hydroxyisopropyl)dihydrofurano [1″,3″:5,6]isoflavone]
  156. Vogelin I [7,4′-Dihydroxy-8-[(2′″ξ,3′″-dihydroxy-3″′-methyl)butyl]-2″,2″-dimethyl-3″,4″-dehydropyrano [1″,4″:5,6]isoflavone]
  157. Yunngnin A
  158. Yunngnoside A [Apterin monoacetate]