Phenolic Glycosides from the Twigs of Salix glandulosa

J Nat Prod. 2014 Aug 22;77(8):1955-61. doi: 10.1021/np500488v.

Chung Sub Kim ¹, Oh Wook Kwon ² ³, Sun Yeou Kim ³ ⁴, Sang Un Choi ⁵, Jae Yoon Kim ⁶, Ji Young Han ⁶, Soo Im Choi ⁶, Jong Gil Choi ⁶, Ki Hyun Kim ¹, Kang Ro Lee ¹

Affiliations

1 Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University , Suwon 440-746, Republic of Korea.
2 Graduate School of East-West Medical Science, Kyung Hee University , Yongin 446-701, Republic of Korea.
3 Gachon Institute of Pharmaceutical Science, Gachon University , Incheon, 406-799, Republic of Korea.
4 College of Pharmacy, Gachon University , Incheon 406-799, Republic of Korea.
5 Korea Research Institute of Chemical Technology , Daejeon 305-343, Republic of Korea.
6 YD Global Life Science Co. Ltd. , 909 Chung-anginnotech Intellectual Industry Center, Seongnam 432-807, Republic of Korea.

PMID: 25098650 DOI: 10.1021/np500488v

Abstract

As a part of an ongoing search for bioactive constituents from Korean medicinal Plants, the phytochemical investigations of the twigs of Salix glandulosa afforded 12 new phenolic glycosides (1-12) and a known analogue (13). The structures of 1-13 were characterized by a combination of NMR methods ((1)H and (13)C NMR, (1)H-(1)H COSY, HMQC, and HMBC), chemical hydrolysis, and GC/MS. The absolute configuration of 13 [(1R,2S)-2-hydroxycyclohexyl-2'-O-trans-p-coumaroyl-β-d-glucopyranoside] was determined for the first time. Compounds 1-3, 6, and 7 exhibited inhibitory effects on nitric oxide production in lipopolysaccharide-activated murine microglial cells (IC50 values in the range 6.6-20.5 μM).

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