Study On Chemical Constituents Of Caesalpinia Sinensis And Caesalpinia Magnifoliolata

Caesalpinia sinensis and Caesalpinia magnifoliolata,distributed mainly in Guangdong,Guangxi,Yunnan,Guizhou Provinces in China,belong to the Caesalpinia genus.The Caesalpinia genus is rich in cassane-type diterpenoids,which display extensive pharmacological activities,including anti-inflammatory,antioxidant,cytotoxic,antimalarial,and antibacterial activities.As part of a search for cassane-type diterpenoids from C.sinensis and C.magnifoliolata,a chemical investigation of the seeds of them were carried out,using silica gel column,Sephadex LH-20 column,preparative HPLC,and semiprepative HPLC.The structures of the isolated compounds were established by extensive spectroscopic analysis,and their absolute configurations were assigned by electronic circular dichroism calculations.In total,thirty-three compounds were isolated,including twenty-three cassane-type diterpenoids and three phenolic compounds from C.sinensis and three cassane-type diterpenoids and four other type compounds from C.magnifoliolata.Among them,the twenty new compounds are cassane-type diterpenoids,namely,(4S)-6β,12α,19-trihydroxy-cass-13(15)-en-16,12-olide(1),cass-13(15)-en-16,12-olide(2),12α-hydroxy-cass-13(15)-en-16,12-olide(3),12α-butoxy-6-oxo-cass-13(15)-en-16,12-olide(4),12α-ethoxy-6β-hydroxy-cass-13(15)-en-16,12-olide(5),6β-hydroxy-cass-13(14)-en-12-one(6),6β-hydroxy-cassan-12-one(7),6β-hydroxy-12-oxo-cassanic acid methyl ester(8),6β,7β-dihydroxy-cass-13(15)-en-16,12-olide(9),6β-formyloxy-cass-13(15)-en-16,12-olide(10),6β,11α,12α-trihydroxy-cass-13(15)-en-16,12-lactam(11),6β-hydroxy-12-oxocassanic acid ethyl ester(12),6β,12β-dihydroxy-cassanic acid(13),6β,12α,14β-trihydroxy-cass-13(15)-en-16,12-olide(14),6β,12α,14α-trihydroxy-cass-13(15)-en-16,12-olide(15),(4R)-6β,12α,18-trihydroxy-cass-13(15)-en-16,12-olide(16),2α,6β-dihydroxy-cass-13(15)-en-16,12-olide(17),2α,6β,12α-trihydroxy-cass-13(15)-en-16,12-olide(18),6β-hydroxy-12α-methoxy-cass-13(15)-en-16,12-lactam(19),6β,12α-dihydroxy-cass-13(15)-en-16,12-lactam(20).The thirteen known compounds are neocaesalpin WH(21),neocaesalpin WD(22),neocaesalpin WA(23),neocaesalpin WE(24),taepeenin L(25),(9Z)-glycerin-1-monooleate(26),(E)-9-octadecenoic acid(27),ethyl gallate(28),sappamide BC(29),botryosphaerin B(30),(+)-lariciresinol(31),(R)-O-methylmellein(32),4-hydroxymellein(33).