Malkanguniol, one of the polyalcohols from willd.

Abstract

In connection with pharmacological properties ascribed to the seeds of Celastrus paniculatus Willd. (Hindi: Malkanguni), a plant mentioned in old Indian medical literature, the composition of the components of these seeds has been studied. In 1938, Gunde and Hilditch 1) investigated the fat of the aril-free seeds of Celastrus paniculatus and, by extraction with 80% MeOH aq., segregated it into glYceride and non glyceride fractions. From the latter fraction, these authors isolated, after saponification and acetylation of the neutral part, a resinous product which on the basis of element analysis , was considered to be the tetra-acetate of a tetrahydroxylic alcohol with an approximate composition ClSH2SOS. The nature of this compound(s), however, could not be defined. Some years ago, a more detailed investigation of this polyalcohol mixture was undertaken, independently, by two different groups, in Indiaa) and in the Nether-lands3). We find that several polyhydric alcohols are present and now report on the structure of one of the major constituents.

Composition ofCelastrus orbiculatus seed oil

“…The NMR spectrum of I (Table II) suggested structural features similar to those of the tetrahydroxy sesquiterpene malkanguniol (Fig. 4) recently characterized by den Hertog, et al (22). Malkanguniol was isolated after hydrolysis of C. paniculatus seed oil and was shown to have the empirical formula C 15 H26 O5 -a striking verification of Hilditch's early proposal (2).…”

“…The more distinct signals in the NMR spectra of U, M, and L are summarized in Table II, and tentative assignments are made within the framework of the ring system assigned to malkanguniol (Fig. 4) by den Hertog, et al (22). Although each TLC fraction is a mixture, the major component apparently determines the characteristic features of its NMR spectrum.…”

“…Although each TLC fraction is a mixture, the major component apparently determines the characteristic features of its NMR spectrum. In the spectrum of rnalkanguniol triacetate, den Hertog, et al, (22) observed an AB quartet at 6 4.22 and 4.63 which they assigned to the geminal protons at C-15 (Fig. 4).…”

“…Malkanguniol is related structurally to other alcohols that occur in C. paniculatus seed (22), presumably in esterified form, and also to a group of sesquiterpenoid polyols that occur as components of alkaloidal esters in various genera in the Celastraceae. Members of the latter group of alcohols are more highly oxygenated than malkanguniol but have the same ring system; these include maytol from…”

Antibody‐induced dimerization of HARPTPα–EGFR chimera suggests a ligand dependent mechanism of regulation for RPTPα

“…The antagonists of the PTKs are the protein tyrosine phosphatases (PTPs) [1–3]. Intuitively, PTPs are as important for the regulation of phosphotyrosine levels in proteins as the PTKs.…”