Antitumor-promoting constituents from Chaenomeles sinensis KOEHNE and their activities in JB6 mouse epidermal cells.
Primary screening of antitumor-promoting activity using soft agar colony assays with JB6 cells was employed to isolate 22 compounds from Chaenomeles sinensis KOEHNE. These compounds were lyoniresinol-2a-O-alpha-L-rhamnopyranoside (1), lyoniresinol-2a-O-beta-D-glucopyranoside (2), aviculin (3), betulinic acid (4), betulin (5), 3-O-(E)-p-coumaroylbetulin (6), 3-O-(E)-caffeoylbetulin (7), 3-O-(Z)-p-coumaroylbetulin (8), 3-O-(E)-caffeoyllupeol (9), alphitolic acid (10), sorbikortal II (11), tormentic acid (12), euscaphic acid (13), corosolic acid (14), maslinic acid (15), erythrodiol (16), 1-beta-D-glucopyranosyloxy-3,4,5-trimethoxybenzene (17), avicularin (18), 7-O-beta-D-glucopyranosylkaempferol (19), 5-O-beta-D-glucopyranosylgenistein (20), 7-O-beta-D-glucopyranosylgenistein (21), epicatechin (22), and beta-sitosterol (23) and were identified using spectral data such as MS, (1)H- and (13)C-NMR. Compound 1, having a rhamnosyl group, showed greater activity than 2, having a glucosyl group, and 3, which was a bis-demethoxy derivative of 1. Betulinic acid (4), having a C-28 carboxyl group, 3-O-(E)-caffeoylbetulin (7), and tormentic acid (12) showed more potent activity than betulin (5), which has a C-28 hydroxymethyl group.
Gao
Huiyuan
H
Department of Traditional Chinese Medicines, Shenyang Pharmaceutical University, Shenyang 110016, China.
Wu
Lijun
L
Kuroyanagi
Masanori
M
Harada
Kazunori
K
Kawahara
Nobuo
N
Nakane
Takahisa
T
Umehara
Kaoru
K
Hirasawa
Ayako
A
Nakamura
Yoshiyuki
Y
D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D002455:Cell Division / Q000187:drug effects; D002460:Cell Line; D000078404:Epidermal Cells; D004817:Epidermis / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D027824:Rosaceae / Q000737:chemistry*
D000972:Antineoplastic Agents, Phytogenic