Planta Medica International Open 2017; 4(S 01): S1-S202
DOI: 10.1055/s-0037-1608255
Poster Session
Georg Thieme Verlag KG Stuttgart · New York

Fluorene Derivatives and Selaginellins Isolated from Roots of Selaginella tamariscina (Beauv.) Spring

S Woo
1   College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul, Korea, Republic of (South)
,
J Kim
1   College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul, Korea, Republic of (South)
,
H Sung Sang
1   College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul, Korea, Republic of (South)
› Author Affiliations
Further Information

Publication History

Publication Date:
24 October 2017 (online)

 

Plants within the genus Selaginella are widely distributed around the globe including more than 700 species [1]. Among the genus, aerial part of Selaginella tamariscina (Beauv.) Spring has been used as human cancer traditionally. Hundreds of compounds including biflavonoids, selaginellins and terpenoids have been reported from S.tamariscina. However, chemical constituents of the roots have been rarely studied owing to its difficulty for collection, compared to other parts of this plant. The recently reported rare naturally occurring fluorene derivatives exhibit extraordinary biological activities [2,3].

We report herein the phytochemical studies of roots of 90% ethanol extract of S.tamariscina. The extract was evaporated to give a residue. The residue was suspended in water, and partitioned by n-hexane, CHCl3 and EtOAc. The EtOAc was fractionated by column chromatography using a silica gel, then further purified by RP-HPLC to yield eight compounds: selaginpulvilin A (1), selaginpulvilin K (2), selaginpulvilin L (3), selaginellin (4), selaginellin M (5), selaginellin S (6), breynioside A (7) and amentoflavone (8). Compounds 1-3 containing an 9,9-diphenyl-1-(phenylehynyl)-9H-fluorene moiety were isolated for the first time from S.tamariscina. The structure elucidation was carried out by ESI-Q-TOF-HRMS, UV and extensive NMR spectroscopic analysis (1H NMR, 13C NMR, 1H-1H COSY, HSQC, HMBC and ROESY). Compounds 4-7 were also isolated for the first time from this plant.

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[2] Huang YY, Liu X, Wu DY, Tang GH, Lai ZW, Zheng XH, Yin S, Luo HB. Biochem Pharmacol 2017; 130: 51 – 59

[3] Zhang JS, Liu X, Weng J, Guo YQ, Li QJ, Ahmed A, Tang GH, Yin S. Org Chem Front 2017; 4: 170 – 177