Constituents of the Vietnamese medicinal plant Streptocaulon juventas and their antiproliferative activity against the human HT-1080 fibrosarcoma cell line.
The methanolic extract of roots of Streptocaulon juventas, having shown strong antiproliferative activity against the highly metastatic human HT-1080 fibrosarcoma cell line, was subjected to activity-guided isolation to yield 16 cardenolides including five new ones, acovenosigenin A 3-O-beta-digitoxopyranoside (1), digitoxigenin gentiobioside (2), digitoxigenin 3-O-[O-beta-glucopyranosyl-(1-->6)-O-beta-glucopyranosyl-(1-->4)-3-O-acetyl-beta-digitoxopyranoside] (3), digitoxigenin 3-O-[O-beta-glucopyranosyl-(1-->6)-O-beta-glucopyranosyl-(1-->4)-O-beta-digitalopyranosyl-(1-->4)-beta-cymaropyranoside] (4), and periplogenin 3-O-(4-O-beta-glucopyranosyl-beta-digitalopyranoside) (5), and two new hemiterpenoids, (4R)-4-hydroxy-3-isopropylpentyl beta-rutinoside (6) and (R)-2-ethyl-3-methylbutyl beta-rutinoside (7), together with two known phenylpropanoids and a known phenylethanoid. The isolated cardenolides strongly inhibited the proliferation of the HT-1080 cell line (IC(50) values, 54-1600 nM).
Ueda
Jun-Ya
JY
Institute of Natural Medicine, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Toyama 930-0194, Japan.
Tezuka
Yasuhiro
Y
Banskota
Arjun H
AH
Tran
Quan Le
QL
Tran
Qui Kim
QK
Saiki
Ikuo
I
Kadota
Shigetoshi
S
D002298:Cardenolides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D004951:Esterification; D005354:Fibrosarcoma; D006801:Humans; D006868:Hydrolysis; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured / Q000187:drug effects; D014744:Vietnam
D002298:Cardenolides