Acid Catalysed Isomerization of Nimbin to Isonimbin

Narasimhan, S.; Mohankumar, R.; Santhanakrishnan, V. P.; Radhakrishnan, V.

doi:10.5923/j.ajoc.20110101.02

AJOC

2012

DOI: 10.5923/j.ajoc.20110101.02

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Acid Catalysed Isomerization of Nimbin to Isonimbin

S. Narasimhan¹,

R. Mohankumar²,

V. P. Santhanakrishnan³

et al.

Abstract: The tetranortriterpenoid, nimbin contains the olefinic double bond at the ring C. When Ritter reaction was performed on this compound to introduce the amide moiety in ring C using sulfuric acid in acetonitrile, unexpectedly it underwent isomerization with the formation of isonimbin.

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Acid Catalysed Isomerization of Nimbin to Isonimbin

Abstract: The tetranortriterpenoid, nimbin contains the olefinic double bond at the ring C. When Ritter reaction was performed on this compound to introduce the amide moiety in ring C using sulfuric acid in acetonitrile, unexpectedly it underwent isomerization with the formation of isonimbin.

Cited by 2 publications

References 9 publications

Enhancing the bioactivity of Lupeol, isolated from Aloe vera leaf via targeted semi - synthetic modifications of the olefinic bond

Enhancing the bioactivity of Lupeol, isolated from Aloe vera leaf via targeted semi - synthetic modifications of the olefinic bond

Nimbin analogs stimulate glucose uptake and glycogen storage in the insulin signalling cascade by enhancing the IRTK, PI3K and Glut-4 mechanism in myotubes

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