Three New Iridoid Glucoside Salts from Hedyotis tenelliflora Growing in Vietnam

Abstract

Three new sodium salts of iridoid acids, deacetylasperulosidic acid sodium salt (1), teneoside D (2), and teneoside E (3) were isolated from the leaves of Hedyotis tenelliflora Blume (Rubiaceae), together with seven known iridoids, 6α-hydroxygeniposide (4), 6β-hydroxygeniposide (5), 6-O-methyldeacetylasperulosidic acid methyl ester (6), 6-O-methylscandoside methyl ester (7), 6α-methoxygeniposidic acid (8), daphylloside (9), and mollugoside methyl ester (10). Their chemical structures were elucidated by 1D and 2D NMR spectroscopy, as well as HR-ESI-MS analysis.

Keywords

Hedyotis tenelliflora Deacetylasperulosidic acid sodium salt Teneoside D Teneoside E Iridoid

References

Zhao

J.F.

, Yuan

Q.M.

, Yang

X.D.

, Zhang

H.B.

, Li

(2005) Two new iridoid glycosides from Hedyotis tenelliflora Blume. Helvetica Chimica Acta, 88, 2532–2536.

Yuan

Q.M.

, Yang

H.W.

, Zhao

J.F.

, Li

(2011) One new iridoid glucoside from Hedyotis tennelliflora. Chinese Herbal Medicines, 3, 87–89.

Mai

A.H.

, Nguyen

P.D.

, Tu

D.D.

, Ngo

T.T.D.

, Ton

T.Q.

, Nguyen

K.P.P.

(2011) Iridoid glucosides from Hedyotis rudis and Hedyotis tenelliflora growing in Vietnam. Vietnamese Journal of Science and Technology, 49, 436–442.

Otsuka

, Yoshimura

, Yamasaki

, Cantoria

M.C.

(1991) Isolation of 10-O-acetyl iridoid glucosides from a Philippine medicinal, Oldenlandia corymbosa L. (Rubiaceae). Chemical & Pharmaceutical Bulletin, 39, 2049–2052.

Guvenalp

, Kilic

, Kazaz

, Kaya

, Demirezer

L.O.

(2006) Chemical constituents of Galium tortumense. Turkish Journal of Chemistry, 30, 515–523.

Machida

, Takehara

, Kobayashi

, Kikuchi

(2003) Studies on the constituents of Gardenia species. III. New iridoid glycosides from the leaves of Gardenia jasminoides cv. fortuneana Hara. Chemical & Pharmaceutical Bulletin, 51, 1417–1419.

L.J.

, Wang

S.X.

, Hua

H.M.

, Li

, Zhu

T.R.

, Miyase

, Ueno

(1991) 6-Methoxygeniposidic acid, an iridoid glycoside from Rubia cordifolia. Phytochemistry, 30, 1710–1711.

Demirezer

L.O.

, Gurbuz

, Guvenalp

, Stroch

, Zeeck

(2006) Iridoids, flavonoids and monoterpene glycosides from Galium verum subsp. verum. Turkish Journal of Chemistry, 30, 525–534.

Iavarone

, Sen

, Trogolo

, Villa

(1983) Mollugoside, an iridoid glucoside from Galiummollugo. Phytochemistry, 22, 175–178.

10.

Tzakou

, Mylonas

, Vagias

, Petrakis

P.V.

(2007) Iridoid glucosides with insecticidal activity from Galium melanantherum. Zeitschrift für Naturforschung, 62C, 597–602.

11.

Bianco

, Passacantilli

, Polidori

, Nicoletti

(1983) ¹H and ¹³C NMR data of C-6 epimeric iridoids. Organic Magnetic Resonance, 21, 460–461.

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