Constituents from Ranunculus sieboldii Miq.

Abstract

Abstract: Aim To investigate the chemical composition of Ranunculus sieboldii Miq.. Methods Repeated column chromatography over silica gel, polyamide and RP-18 followed by gel filtration on sophadex LH-20 were used to isolate chemical constituents, and their structures were elucidated by extensive spoctroscopic methods (UV, IR, MS, ¹H NMR, ¹³C NMR) including 2D NMR (COSY, HMQC, HMBC, NOESY) techniques and by direct comparing spectral data with those reported in literature. Results Five flavonoid glycosides named apigenin-4'-O-α-L-rhamnopyranoside (1), apigenin-7-O-β-D-glucopyranosyl-4'-O-α-L-rhamnopyranoside (2), apigenin-8-C-α-L-arabinopyranoside (3), apigenin-8-C-β-D-ga- lactopyranoside (4), tricin-7-O-β-D-glucopyranoside (5), together with tricin (6), luteolin (7), scopoletin (8), esculetin (9), scoparone (10), ferulic acid (11), protocatechuic acid (12), and tematolide (13) were isolated from the 95% ethanolic extract of its whole plant, and their cytotoxic activities were preliminarily tested. Conclusion Compounds 1-12 were obtained from this genus and compound 13 from this species for the first time. Furthermore, compound 1 was for the first time isolated from nature while the ¹³C NMR data of compounds 2 and 3 are reported for the first time. The bioassay revealed that compound 1 was active against BEL-7407 and A549 cell lines (IC50 43, 77 μg·mL^-1), 8 and 10 showed inhibitory ac- tivities on KB cell lines (IC50 78, 44 μg·mL^-1) and HL-60 cell lines (IC50 85, 85 μg· mL^-1), while 7 exerted moderate cytotoxic activities on KB, BEL-7407, A549 and HL-60 cell lines with their IC50 being 51, 55, 44 and 10 μg·mL^-1, respecfvely.

Key words: Ranunculus sieboldii Miq., Ranunculus sieboldii Miq., flavonoid glycosides, flavonoid glycosides, apigenin-4'-O-α-L-rhamnopyranoside, apigenin-4'-O-α-L-rhamnopyranoside, apigenin-8-C-α-L-arabinopyranoside, apigenin-8-C-α-L-arabinopyranoside, apigenin-7-O-β-D-glucopyranosyl-4'-O-α-L-rhamnopyranoside, apigenin-7-O-β-D-glucopyranosyl-4'-O-α-L-rhamnopyranoside, cytotoxicity, cytotoxicity

CLC Number:

R284.1

R284.2

R965

Supporting:

PAN Yun-xue, ZHOU Chang-xin, ZHANG Shui-li, ZHENG Xiao-xiang, ZHAO Yu^* . Constituents from Ranunculus sieboldii Miq.[J]. .

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