128807-16-9Relevant academic research and scientific papers
SYNTHESIS OF (+)-5-EPI-ARISTOLOCHENE AND (+)-1-DEOXYCAPSIDIOL FROM CAPSIDIOL
Whitehead, Ian M.,Ewing, David F.,Threlfall, David R.,Cane, David E.,Prabhakaran, P. C.
, p. 479 - 482 (1990)
(+)-5-epi-Aristolochene, a common precursor of the phytoalexins capsidiol and debneyol, was synthesized from capsidiol (ex.Capsicum annum) via (+)-1-deoxycapsidiol.It is identical (TLC, GC, GC-MS, 1H NMR) with the enzymic product from cell-free preparations from elicitor-treated suspension cultures of Nicotiana tabacum incubated with either 14C>isopentenyl pyrophosphate or E,E-3H2>farnesyl pyrophosphate.The (+)-1-deoxycapsidiol was identical (GC, MS, 13C and 1H NMR) to a natural sample previously obtained from elicitor-treated fruits of C. annum.An isomer of 1-deoxycapsidiol, formed during the synthesis of this compound, was identified as 4-epi-eremophila-1(10),11-diene.
