Angustifodilactones are natural compounds isolated from Kadsura and showing some activity against HIV in the cell culture.[1]

Angustifodilactone A
Names
IUPAC name
(1S,3aS,3bS,5S,5aS,10aS,11aR,13S,13aR)-5,13-Dihydroxy-1-{(1R)-1-hydroxy-1-[(2R)-5-(hydroxymethyl)-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-3a,6,6,13a-tetramethyl-1,2,3,3a,3b,4,5,5a,6,12,13,13a-dodecahydro-8H-cyclopenta[5,6]cyclopropa[1,8a]naphtho[2,1-c]oxepin-8-one
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C30H42O8/c1-25(2)23-17(32)12-19-26(3)10-8-18(28(5,36)21-7-6-16(14-31)24(35)37-21)27(26,4)20(33)13-30(19)15-29(23,30)11-9-22(34)38-25/h6,9,11,17-21,23,31-33,36H,7-8,10,12-15H2,1-5H3/t17-,18-,19-,20-,21+,23-,26-,27-,28+,29+,30-/m0/s1
    Key: AGZMSHUZAZHKKN-LDUYZNKBSA-N
  • Key: QCYCYOUXODNCMX-LDUYZNKBSA-N
  • C[C@@]12CC[C@@H]([C@]1([C@H](C[C@]34[C@H]2C[C@@H]([C@@H]5[C@]3(C4)C=CC(=O)OC5(C)C)O)O)C)[C@](C)([C@H]6CC=C(C(=O)O6)CO)O
Properties
C30H42O8
Molar mass 530.658 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Angustifodilactone B
Names
IUPAC name
(1S,3aS,3bS,5S,5aS,10aS,11aR,13S,13aR)-5,13-Dihydroxy-1-{(1R)-1-hydroxy-1-[(2R)-5-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl}-3a,6,6,13a-tetramethyl-1,2,3,3a,3b,4,5,5a,6,12,13,13a-dodecahydro-8H-cyclopenta[5,6]cyclopropa[1,8a]naphtho[2,1-c]oxepin-8-one
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C30H42O7/c1-16-7-8-21(36-24(16)34)28(6,35)18-9-11-26(4)19-13-17(31)23-25(2,3)37-22(33)10-12-29(23)15-30(19,29)14-20(32)27(18,26)5/h7,10,12,17-21,23,31-32,35H,8-9,11,13-15H2,1-6H3/t17-,18-,19-,20-,21+,23-,26-,27-,28+,29+,30-/m0/s1
    Key: QCYCYOUXODNCMX-LDUYZNKBSA-N
  • CC1=CC[C@@H](OC1=O)[C@@](C)([C@H]2CC[C@@]3([C@@]2([C@H](C[C@]45[C@H]3C[C@@H]([C@@H]6[C@]4(C5)C=CC(=O)OC6(C)C)O)O)C)C)O
Properties
C30H42O7
Molar mass 514.659 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

See also

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References

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  1. ^ Sun, R; Song, HC; Wang, CR; Shen, KZ; Xu, YB; Gao, YX; Chen, YG; Dong, JY (2011). "Compounds from Kadsura angustifolia with anti-HIV activity". Bioorg Med Chem Lett. 21 (3): 961–5. doi:10.1016/j.bmcl.2010.12.055. PMID 21232955.