Plant Metabolites. Structure and In Vitro Antiviral Activity of Quinovic Acid Glycosides from Uncaria tomentosa and Guettarda platyipoda

Abstract

A reinvestigation of the bark of Uncaria tomentosa afforded, in addition to the major quinovic acid glycosides 1-3, three further glycosides 4-6. The structures were elucidated by spectral and chemical studies. Furthermore, a series of antiviral tests were performed on all these glycosides and on the related glycosides 7-9, previously isolated from Guettarda platypoda.

A New 9-Methoxyyohimbine-Type Indole Alkaloid from Mitragyna africanus

“…In addition, three lignans, i.e., (ϩ)-dihydrodehydrodiconiferyl alcohol, 9) (ϩ)-isolariciresinol, 10) and (ϩ)-isolariciresinol-3a-O-b-D-glucopyranoside, 11) two secoiridoids, i.e., sweroside 12) and dihydroepinaucledal 2 13) (first example as natural product), scopoletin, and quinovic acid 3b-O-b-6-deoxy-D-glucopyranosyl-28-b-D-glucopyranosyl ester 14) were obtained. Furthermore, a new indole alkaloid (1) was isolated as a minor component and its structure was elucidated as follows.…”

Una de gato: fate and future of a Peruvian forest resource

“…Hemingway & Phillipson 1974;Montenegro de Matta et al 1976), quinovic acid glycosides that have anti-viral activity (e.g. Cerri 1988; Aquino et al 1989Aquino et al , 1991Yepez et al1991) and triterpenes that have antitumor activity (Aquino et al 1990) of the two Uncaria species from South America. Research on the steroid fraction furthermore demonstrates the presence of Bsitosterol, campesterol and stigmasterol, and only traces of cholesterol.…”

“…Wagner et al (1985) report on the immune-stimulating activity of Uncaria tomentosa supposedly caused by oxindole alkaloids through a phagocytosis enhancing effect. Aquino et al (1989) report on the anti-viral activity and on the anti-inflammatory activity and Aquino et al (1991) of the quinovic acid glycosides of Uncaria tomentosa. Rizzi et al (1992) show that uña de gato has significant antimutagenic activities, possibly a result of its anti-oxidant properties that scavenge the singlet oxygens and other free radicals to which aging and cancers have been attributed.…”

Anatomia do lenho de Uncaria guianensis e U. tomentosa (Rubiaceae) do estado do Acre, Brasil

“…A seiva da unha de gato, pelas suas propriedades energéticas e nutritivas, é utilizada pelos povos das florestas (Cabieses, 1997). A indústria de medicamentos naturais fabrica remédios para doenças cardiovasculares (Wang, 1989;Huang, 1999) renais, ginecológicas, gastrointestinais, hepáticas, reumatológicas e reprodutivas (Keplinger, 1999), imune estimulante, antimicrobianos e antivirais (Aquino et al, 1989) além de aumentar a resistência dos tecidos (Desmarchelier et al, 1997). Apesar da extensa bibliografia médica, as informações sobre a anatomia das duas espécies de Uncaria concentram-se na sua casca (Silva et al, 1998;Lindorf, 2001).…”