2-C-Methyl-erythritol, a New Branched Alditol from Convolvulus glomeratus.

Fragmentation study of diastereoisomeric 2‐methyltetrols, oxidation products of isoprene, as their trimethylsilyl ethers, using gas chromatography/ion trap mass spectrometry

“…This ion formally corresponds to CH 3 Fragmentation study of diastereoisomeric 2-methyltetrols 1791 which, however, is not expected for a tetrol TMS-derivative since it does not contain a terminal methyl group. Deuterium labeling of the TMS groups showed that it contains two TMS methyl groups (m/z 117 !…”

“…The formation of the 2-methyltetrols from isoprene in the ambient atmosphere has been explained through a novel mechanism for secondary organic aerosol formation, namely, acid-catalyzed oxidation with hydrogen peroxide in the aerosol liquid phase. 2 To our knowledge, only 2-methylerythritol has been reported as a primary plant metabolite in roots and shoots of Convolvulus glomeratus (morning glory), 3 where it likely arises through the deoxyxylulose pathway involved in isoprenoid biosynthesis. …”

Anti-stress Constituents of Evolvulus alsinoides: An Ayurvedic Crude Drug

“…The structure of new compounds were established using chemical and spectroscopic (FAB-MS, H-NMR spectrum, and resonance of typical carbons at d C 127.1 (C-4), 115.1 (C-5), 149.6 (C-6), 147.1 (C-7), 116.4 (C-8) and 122.9 (C-9) including a-b unsaturated carbonyl carbon at 169.5 (C-1) indicated presence of 6,7-disubtituted caffeoyl moiety in the molecule. In addition, the existence of two tetrose sugars (erythritol) were inferred from the 1 H-and 13 C-NMR spectrum, 27) which showed presence of four oxygenated methylenes, two methines, two methyls and two oxygenated quaternary carbons. Acid/base hydrolysis of 1 afforded erythritol sequentially, which was confirmed by co-TLC with authentic sample 5 isolated from same plant.…”

“…The D-configuration of erythritol was determined by optical rotation [a] D 29 ϩ24.5°(cϭ0.02, H 2 O) and supported with the data available in literature. 27) Thus, compound 1 was characterized as a 2,3,4-trihydroxy-3-methylbutyl 3-[3-hydroxy-4-(2,3,4-trihydroxy-2-methyl-butoxy)-phenyl]-2-propenoate, a new compound named evolvoid A.…”

“…The known compounds 3-8 were characterized as 3-(3,4-dihydroxyphenyl)-2-propenoic acid (caffeic acid, 3), 29) 6-methoxy-7-O-b-glucopyranoside coumarin (4), 30) 2-C-methyl erythritol (5), 27) kaempferol-7-O-b-glucopyranoside (6), 31) kaempferol-3-O-b-glucopyranoside (7), 32) and quecetine-3-O-b-glucopyranoside (8), 33) by direct comparison of NMR data with those reported in literature. All the compounds were isolated first time from this plant.…”