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New ent-kaurane diterpenes with chiral epoxyangelate moieties from Wedelia prostrata

New ent-kaurane diterpenes with chiral epoxyangelate moieties from Wedelia prostrata
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摘要 Four new ent-kaurane diterpenes with chiral epoxyangelate moieties, (2′R,3′R)-3 a- (2′,3′-epoxyangeloyloxy)-kaur-16-en-19-oic acid (1), (2′S,3′S)-3 a- (2′,3′-epoxyangeloyloxy)-kaur-16-en-19-oic acid (2), (2′S,3′R)-3 a- (2',3'-epoxyangeloyloxy)-kaur-16-en-19-oic acid (3) and (2′R,3′S)-3α- (2′,3'-epoxyangeloyloxy)-kaur-16-en-19-oic acid (4), along with eight known diterpenes (5-12), were isolated from Wedelia prostrata. The absolute configurations of the new structures were determined by X-ray crystallography,ECD calculations and chemical methods. All compounds were evaluated for their cytotoxicity activities on human HepG-2 cells,with IC_(50) values of 11.72 ±0.22 μmol/L to 54.75±1.12 μmol/L. Four new ent-kaurane diterpenes with chiral epoxyangelate moieties, (2′R,3′R)-3 a- (2′,3′-epoxyangeloyloxy)-kaur-16-en-19-oic acid (1), (2′S,3′S)-3 a- (2′,3′-epoxyangeloyloxy)-kaur-16-en-19-oic acid (2), (2′S,3′R)-3 a- (2',3'-epoxyangeloyloxy)-kaur-16-en-19-oic acid (3) and (2′R,3′S)-3α- (2′,3'-epoxyangeloyloxy)-kaur-16-en-19-oic acid (4), along with eight known diterpenes (5-12), were isolated from Wedelia prostrata. The absolute configurations of the new structures were determined by X-ray crystallography,ECD calculations and chemical methods. All compounds were evaluated for their cytotoxicity activities on human HepG-2 cells,with IC_(50) values of 11.72 ±0.22 μmol/L to 54.75±1.12 μmol/L.
出处 《Chinese Chemical Letters》 SCIE CAS CSCD 2019年第2期451-453,共3页 中国化学快报(英文版)
基金 financially supported by the National Natural Science Foundation of China(Nos.81473116,81673319,81673670) Science and Technology Planning Project of Guangdong Province (Nos. 2016A030303011, 2016B030301004) Natural Science Foundation of Guangdong Province(No. 2017A030313732) China Postdoctoral Science Foundation(No. 55350202) Natural Science Foundation of Chongqing(No. cstc2013jcyjA10065)
关键词 Wedelia prostrata CHIRAL epoxyangelate MOIETIES ENT-KAURANE DITERPENES ABSOLUTE configuration CYTOTOXICITY activities Wedelia prostrata Chiral epoxyangelate moieties Ent-kaurane diterpenes Absolute configuration Cytotoxicity activities
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