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Crotofolane‐ and Casbane‐Type Diterpenes from Croton argyrophyllus
Author(s) -
e Silva Filho Francisco Artur,
Nunes da Silva Junior José,
BrazFilho Raimundo,
de Simone Carlos Alberto,
Silveira Edilberto Rocha,
Lima Mary Anne Sousa
Publication year - 2013
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.201200347
Subject(s) - chemistry , stereochemistry , phytochemical , croton , terpene , organic chemistry , biochemistry
Phytochemical analysis of Croton argyrophyllus led to the isolation of five new diterpenes named (5 β ,6 β )‐5,6 : 13,16‐diepoxycrotofola‐4(9),10(18),13,15‐tetraen‐1‐one ( 1 ), (5 β ,6 β )‐5,6 : 13,16‐diepoxy‐2‐epicrotofola‐4(9),10(18),13,15‐tetraen‐1‐one ( 2 ), (5 β ,6 β )‐5,6 : 13,16‐diepoxy‐16‐hydroxy‐2‐epicrotofola‐4(9),10(18),13,15‐tetraen‐1‐one ( 3 ), (5 β ,6 β )‐5,6 : 13,16‐diepoxy‐16‐hydroxy‐2‐epicrotofola‐4(9), 10(18),13,15‐tetraen‐1‐one ( 4 ) and (2 E ,5 β ,6 E ,12 E )‐ 5‐ hydroxycasba‐2,6,12‐trien‐4‐one ( 5 ), in addition to the known diterpenes crotonepetin and depressin, and acetylaleuritolic acid and spinasterol. The structures of the isolated compounds were established by a combination of spectroscopic methods, including HR‐ESI‐MS, 2D‐NMR, and X‐ray crystallography.