A SINGLE-STEP SYNTHESIS OF XYRIDINS A AND B, METABOLITES FROM <i>Xyris indica</i>

Authors

  • Aamer Saeed Department of Chemistry, Quaid-i-Azam University 45320, Islammabad

DOI:

https://doi.org/10.1007/8209

Keywords:

isocoumarins, xyridin A, xyridin B, Xyris indica, diastereotopy, mass fragmentation

Abstract

A facile single step synthesis of  the title isocoumarins isolated  from  Xyris indica has been elaborated. Condensation of butanoyl  chloride  and 2-oxobutanoyl chloride with 3,4-methylene-
dioxyhomophthalic acid afforded xyridin A and  xyridin  B,  respectively. Xyridin A was saponified to corresponding keto acid  which  on reduction gave the (±)-3,4-dihydro-6,7-methylenedioxy-3-propylisocoumarin  in which diastereotopy of the methylenic protons around the stereogenic centre was observed. Mass fragmentation  mechanism for xyridins has also been suggested.

How to Cite
Saeed, A. Chem. Heterocycl. Compd. 2005, 41, 967. [Khim. Geterotsikl. Soedin. 2005, 1140.]

For this article in the English edition, see DOI 10.1007/s10593-005-0262-9

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Published

2023-10-26

Issue

No. 8 (2005)

Section

Original Papers