Font Size: a A A

Chemical Constituents From Perovskia Atriplicifolia Benth

Posted on:2017-04-18Degree:MasterType:Thesis
Country:ChinaCandidate:J ZhouFull Text:PDF
GTID:2284330488979430Subject:Analytical Chemistry
Abstract/Summary:PDF Full Text Request
Perovskia atriplicifolia Benth., a perennial subshrub plant belonging to Labiatae family, is mainly distributed in Northern Iran, Pakistan, Afghanistan, India, and Tibet,Xinjiang province of China. In Iran, P. atriplicifolia has been used for the treatment of leishmaniasis. It had been reported that the Perovskia genus plant possessed cytotoxic, embryotoxic, and antimicrobial activities. Previous investigation mainly focused on the volatile oil and hexane extract from Perovskia, and no phytochemical investigation on the EtOAc and water extract was reported up to now. It is necessary to perform a comprehensive investigation on the high polar fraction in the medicinal plant of Perovskia genus.In the screening search for anti-Hepatitis B virus active agents from medicinal plants during our preceding study, the 90% ethanol extract of P. atriplicifolia was found to possess superior anti-HBV activity in vitro, suppressing the secretion of hepatitis B virus surface antigen(HBsAg) and hepatitis B virus e antigen(HBeAg)with a high selectivity index(SI) value of 5.27 and 1.3, respectively. With the aim to find anti-HBV active constituents from this medicinal plant, our group had performed phytochemical investigation on P. atriplicifolia and many anti-HBV active compounds had been obtained. To make a further investigation on the high polar fraction, the the EtOAc and water extracts were studied and 33 compounds were isolated. Based on the MS, IR, UV, NMR data analyses, the structures of the 33 chemicals were elucidated as 1- α- hydroxypisiferanol(1)*, 1- α- hydroxy demethylsalvicanol quinone(2)*, 3β, 11- dihydroxy- 6, 8, 11, 13- abietatetraene-12-O- β- D- glucopyranosyl-(1â†'2)- β- D- glucopyranoside(3)*, 3β- hydroxy- 8, 11,13- abietatriene- 12- O- β- D- glucopyranosyl-(1â†'2)- β- D- glucopyranoside(4)*,3β, 11- dihydroxy- 8, 11, 13- abietatriene- 12- O- β- D- glucopyranosyl-(1â†'2)- β-D- glucopyranoside(5)*, 3, 12- O- β- D- diglucopyranosyl- 11- hydroxyabieta- 8, 11,13- triene(6)*, 2α, 3α, 24- trihydroxylupane- 12- en- 28- oic acid O- β- Dglucopyranosyl-(1â†'2)- β- D- glucopyranoside(7)*, 2α, 3β, 24- trihydroxylupane-12- en- 28- oic acid O- β- D- glucopyranosyl-(1â†'2)- β- D- glucopyranoside(8)*, 2α,3β, 24- trihydroxyolean- 12- en- 28- oic acid O- β- D- glucopyranosyl-(1â†'2)- β- Dglucopyranoside(9)*, 2α, 3β,19α, 24- tetrahydroxyolean- 12- en- 28- oic acid O- β-D- glucopyranosyl-(1â†'2)- β- D- glucopyranoside(10)*, 2α, 3β, 23- trihydroxyurs-12- en- 28- oic acid O- β- D- glucopyranosyl-(1â†'2)- β- D- glucopyranoside(11)*,2α, 3α, 23- trihydroxyurs- 12- en- 28- oic acid O- β- D- glucopyranosyl-(1â†'2)- β-D- glucopyranoside(12)*, 2α, 3α, 24- trihydroxyurs- 12- en- 28- oic acid O- β- Dglucopyranosyl-(1â†'2)- β- D- glucopyranoside(13)*, 2α, 3β, 19α, 24-tetrahydroxyurs- 12- en- 28- oic acid O- β- D- glucopyranosyl-(1â†'2)- β- Dglucopyranoside(14)*, 2α, 3β, 24- trihydroxyurs- 12- en- 28- oic acid O- β- Dglucopyranosyl-(1â†'2)- β- D- glucopyranoside(15)*, 2α, 3β, 19α- trihydroxyurs- 12-en- 28- oic acid O- β- D- glucopyranosyl-(1â†'2)- β- D- glucopyranoside(16)*,lignans glycosides A(17)*, lignans glycosides B(18)*, fraxiresinol- 4′- O- β- Dglucopyranoside(19), fraxiresinol- 4- O- β- D- glucopyranoside(20),(+)- 1-hydroxypinoresinol 4′- O- β- D- glucopyranoside(21),(+)- 1- hydroxypinoresinol 4′′-O- β- D- glucopyranoside(22), rosmarinic acid methyl ester(23), oresbiusin A(24),2α, 3α- dihydroxyolean- 12- en- 28- oic acid(25), 2α, 3α- dihydroxyurs- 12- en- 28-oic acid(26), niga- ichigoside F1(2α, 3β, 19α, 23- tetrahydroxyurs- 12- en- 28- oic acid- O-β- D- glucopyranoside(27), sericoside(28),4- epi- niga- ichigoside F1(2α,3β, 19α, 24- tetrahydroxyurs- 12- en- 28- oic acid O- β- D- glucopyranoside(29), 2R,3R- dihydroxy- 24- nor- 4(23), 12- oleanadien- 28- oic acid(30), pruvuloside A(31),2α, 3α, 24- trihydroxyolean- 12- en- 28- oic acid O- β- D- glucopyranosyl-(1â†'2)- β-D- glucopyranoside(32), asteryunnanoside A(2α, 3β, 23- trihydroxyolean- 12- en-28- oic acid O- β- D- glucopyranosyl-(1â†'2)- β- D- glucopyranoside, 33), of which compounds 1-18 were new ones. All the compounds were obtained from P.atriplicifolia for the first time. Noticeablely, compounds 3-6 were unusal abietane type diterpene glucosides, and there are only five abietane diterpene glucosides reported from 2000-2015. In addition, the compounds 17, 18 were two novel lignan glucosides, with a unique trans-fused furan ring. Our comprehensive investigation on this plant provide the basic chemical and bioactivity information for this medicinal plant. Further bioassay about the isolates are ongoing.
Keywords/Search Tags:Perovskia atriplicifolia Benth., Perovskia genus, abietane diterpene glycosides, triterpene glycosides, lignan glycosides
PDF Full Text Request
Related items