title: Enantiomeric Neolignans and a Sesquiterpene from Solanum erianthum and Their Absolute Configuration Assignment.
abstract: One pair of new C-8-C-3'/C-7-O-C-4' linked neolignan enantiomers (1a/1b) and one new guaiane sesquiterpene (2) first featuring the 1(2),9(10)-conjugated double bond were isolated from the stems of Solanum erianthum (Solanceae). Their structures were characterized on the basis of extensive spectroscopic analyses, especially from their 2D nuclear magnetic resonance (NMR) spectra. The absolute configurations of 1a/2b were rigorously elucidated by electronic circular dichroism (ECD) experiments combined with the reversed helicity rule for the 2,3-dihydrobenzo[b]furan chromophore, and compound 2 is the first report on the sterochemical assignment of a guaiane sesquiterpene by using the allylic axial chirality rule for the conjugated diene chromophore in combination with the calculated ECD spectrum.
authors.affiliation: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, Guangdong, People's Republic of China.
authors.forename: Hang
authors.initials: H
authors.lastname: Li
authors.affiliation: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, Guangdong, People's Republic of China.
authors.forename: Shi-Yi
authors.initials: SY
authors.lastname: Peng
authors.affiliation: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, Guangdong, People's Republic of China.|Guangdong Technology Research Center for Advanced Chinese Medicine, Guangzhou, Guangdong, People's Republic of China.
authors.forename: De-Po
authors.initials: DP
authors.lastname: Yang
authors.affiliation: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, Guangdong, People's Republic of China.
authors.forename: Bai
authors.initials: B
authors.lastname: Bai
authors.affiliation: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, Guangdong, People's Republic of China.|Guangdong Technology Research Center for Advanced Chinese Medicine, Guangzhou, Guangdong, People's Republic of China.
authors.forename: Long-Ping
authors.initials: LP
authors.lastname: Zhu
authors.affiliation: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, Guangdong, People's Republic of China.
authors.forename: Chun-You
authors.initials: CY
authors.lastname: Mu
authors.affiliation: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, Guangdong, People's Republic of China.
authors.forename: Yi-Jing
authors.initials: YJ
authors.lastname: Tian
authors.affiliation: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, Guangdong, People's Republic of China.|Guangdong Technology Research Center for Advanced Chinese Medicine, Guangzhou, Guangdong, People's Republic of China.
authors.forename: Dong-Mei
authors.initials: DM
authors.lastname: Wang
authors.affiliation: School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou, Guangdong, People's Republic of China.|Guangdong Technology Research Center for Advanced Chinese Medicine, Guangzhou, Guangdong, People's Republic of China.
authors.forename: Zhi-Min
authors.initials: ZM
authors.lastname: Zhao
mesh_terms: D001572:Benzofurans / Q000737:chemistry; D002942:Circular Dichroism; D017705:Lignans / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000737:chemistry*; D045789:Sesquiterpenes, Guaiane / Q000737:chemistry; D032322:Solanum / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001572:Benzofurans; D017705:Lignans; D012717:Sesquiterpenes; D045789:Sesquiterpenes, Guaiane; C421026:guaiane
keywords: ECD; Solanum erianthum; absolute configuration; guaiane sesquiterpene; neolignan enantiomers; quantum chemical calculation