Pergamon
0031-9422(94)00686-5
Phytocheralstry, Vol. 38, No, 3, pp. 659~61, 1995
Copyright © 1995 Elsevier Science Ltd
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CLERODANE DITERPENOIDS FROM TINOSPORA CORDIFOLIA
RAKESH MAURYA, VERSHA WAZIR, ANJULIKA TYAGI and RANDHIR S. KAPIL*
Regional Research Laboratory, Jammu 180001, India
(Received in reoised forra 2 August 1994)
Key Word Index--Tinospora cordifolia; Menispermaceae; stem; tinosponone, tinocordioside.
Abstract--Tinosponone and tinocordioside have been isolated from the stem of Tinospora cordifolia. The structures
were established by spectroscopic studies and chemical correlation.
INTRODUCTION
Tinospora cordifolia Miers. is distributed throughout the
plains of India. It has been used for several centuries in
Ayurvedic medicine for the treatment of liver and intesti-
nal disorders [1,1. This species [2-7,1 is rich in clerodane
derived diterpenes. Recently we reported on the isolation
and biological evaluation of several new furano diterpene
glucosides I-8, 9,1 and phenyl propene glycosides 1-10-1
from T. cordifolia. In the present communication, the
structure elucidation of two new clerodane diterpenoids
tinosponone (1) and tinocordioside (4) is described.
RESULTS AND DISCUSSION
The clerodane diterpene tinosponone (1) and the clero-
dane diterpene glucoside tinocordioside (4) were isolated
from the polar fraction of T. cordifolia stem.
The molecular formulae of compounds 1 and 2 were
determined to be CtgH220 5 and C2sH3409, respectively,
by mass measurements ['FAB-MS: m/z 353 [M + Na] +
and 369 ['M + K'I +, and 501 ['M + Na,1 + and 517 [M
+ Kl +, respectively] and from the IaCNMR spectra.
The mass spectra of both compounds exhibited fragment
peaks at m/z 81, 94 and 121 owing to the furan moiety.
The fragment at m/z 121 suggests that these compounds
are furanoid diterpenes possessing an oxygen function at
C-12 and a methyl group at C-9 1-5, 11,1. The fragments at
m/z 179 in 4 and 331 in 5 indicate t