STIGMASTANE-STEROID FROM THE BARK OF Chisocheton lasiocarfus ( Meliaceae )

Stigmastan-steroid, stigma-4-ene-3-on (1) has been isolated from the bark of Chisocheton lansiocarpus. The chemical structure of stigmastan-steroid was identified based on spectroscopic data and by comparison of spectral data obtained previously. The discovery of stigma-4-ene-3-on in C. lansiocarpus was shown in this study for the first

As part of our studies on novelly occuring compounds from Indonesia Chisocheton plants, herein we isolated and determine the chemical structure stigmastane-steroid from the stem bark of Chisocheton lasiocarfus that have yet to be reported before.

Plant material
The bark of C. lasiocarfuswas collected in Bogor Botanical Garden, Bogor, Indonesia in June 2015.The plant was identified by the staff of the Bogoriense Herbarium, Bogor, Indonesia and a voucher specimen was deposited at the herbarium.

RESULTS AND DISCUSSION
Stigma-4-en-3-on(1) was obtained as a white crystals and dissolve in chlorofom.Liebermann-Burchard reaction of (Figure 1) gave a blue coloration, indicating a tetracyclic steroid.The molecular formula of (Figure 1) was established to be C29H48O based on HRTOFMS spectra (m/z 413.3573 [M+H] + and NMR spectral data (Table 1), thus requiring six degrees of unsaturation.The IR spectrum showed strong absorption bands at 3150, 2960, 2870, and 1648 cm -1 which were due to an olefinic, aliphatic hydrocarbon and conjugated carbonyl groups.The 1 H NMR spectrum of (Figure 1) indicated the presence of two tertiery methyl at H 0.64 and 1.11, three secondary methyl at H 0.74 (3H, d, J=6.7 Hz), 0.77 (3H, d, J=2.64 Hz) and 0.84 (3H, d, J=6.54 Hz), one primary methyl at H 0.77 (3H, d, J=6.5 Hz), one olefinic proton at H 5.65 (1H, s) and remaining sp 3 aliphatic protons at H 0.85-2.32ppm, indicating the presence of steroidal skeleton in (Figure 1).

CONCLUSION
A stigmastane steroid, stigmast-4-en-3-one (1) has been isolated from the bark of Chisocheton lansiocarpus (Meliaceae).Its chemical structure was identified on the basis of spectroscopic datas and by comparison with previous data reported previously.Stigmast-4-en-3-one (1) was the first time isolated from Chisocheton lansiocarpusand give more information the occurance the stigmastane steroid in genus Chisocheton.

Figure 2 .
Figure 2. Selected HMBC and COSY correlations of

Table 1 .
NMR data for compound 1 (500 MHz for