Sains Malaysiana
39(3)(2010): 445–451
Alkaloids
and Sulphur-containing Amides from Glycosmis
citrifolia and Glycosmis elongata
(Alkaloid
dan Amida Mengandungi Sulfur daripada Glycosmis citrifolia dan Glycosmis
elongata)
Mawardi
Rahmani*, Rosmiati Muhammad Serang, Najihah Mohd Hashim, Mohd Aspollah Sukari
& Gwendoline C.L. EE
Department
of Chemistry Universiti, Putra Malaysia 43400 UPM, Serdang, Selangor D.E,. Malaysia
Abdul
Manaf Ali
Department
of Biotechnology, Universiti Putra Malaysia 43400 UPM
Serdang,
Selangor D.E. Malaysia
Hazar
Bebe Mohd Ismail
Centre
for Foundation Study in Science, Universiti Malaya 59100 Kuala Lumpur, Malaysia
Diserahkan:
13 Ogos 2009 / Diterima: 14 Oktober 2009
ABSTRACT
Air-dried
leaves of both Glycosmis
citrifolia and Glycosmis elongata collected from Bogor Botanical
Garden, Indonesia were individually extracted with chloroform to give dark
viscous extracts after solvent removal. Column chromatographic separation of
the extract of G. citrifolia yielded 5(6)-glutene-3α-ol, two sets
conformers, (E)-dambullin and (Z)-dambullin, and (E)-methyldambullin and
(Z)-methyldambullin. Similar treatment of the extract of G. elongata gave
skimmianine and arborinine. The structures of the compounds were elucidated
based on spectroscopic data and comparison with published reports.
Keywords:
Arborinine; dambullin and methyldambullin; Glycosmis citrifolia; Glycosmis
elongata; skimmianine
ABSTRAK
Daun
kering kedua-dua Glycosmis
citrifolia dan Glycosmis elongata yang dikutip dari Taman Botani
Bogor, Indonesia telah diekstrak secara berasingan dengan kloroform untuk
menghasilkan ekstrak gelap dan liat setelah penyejatan pelarutnya. Pemisahan
melalui kromatografi turus terhadap ekstrak G. citrifolia menghasilkan
5(6)-gluten-3α-ol, dua set konformer, (E)-dambullin dan (Z)-dambullin, dan
(E)-metildambullin dan (Z)-metildambullin. Menggunakan pendekatan yang sama
terhadap ekstrak G. elongata telah mnghasilkan skimmianina dan
arborinina. Semua sebatian telah ditentukan strukturnya berpandukan data
spektroskopi dan perbandingan dengan rujukan.
Kata
kunci: Arborinina; dambullin dan metildambullin; Glycosmis citrifolia; Glycosmis
elongata; skimmianina
RUJUKAN
Bandara, B.M.R., Hewage,
C.M., Jayamanne, D.H.L.W., Karunaratne, V., Adikaram, N.K.B., Bandara,
K.A.N.P., Pinto, M.R.M. & Wijesundara, D.S.A. 1990. Biological activity of some
steam distillates from leaves of ten Rutaceous plants. J. Nat. Sci. Coun.
Sri Lanka 18: 71-77.
Bowen, I.H., Perera, K.P.W.C
& Lewis, J.R. 1978. Alkaloids of the leaves of Glycosmis bilocularis. Phytochemistry 17: 2125-2127.
Buckingham, J.,
MacDonald, F.M. & Bradley, H.M. 1994. Dictionary of Natural Product, 5:
5988. Burkill, I.H. 1935. A Dictionary of the Economic Products of Malay
Peninsula. 3rd Ed. Kuala Lumpur: Ministry of Agriculture and Cooperatives.
Chakravarty, A.K.,
Sarkar, T., Masuda, K. & Shiojima, K. 1999. Carbazole alkaloids from Glycosmis
arborea. Phytochemistry 50: 1263-1266.
Cuong, N.M., Taylor, W.C.
& Sung, T.V. 1999. Glypetelotine, a sulphur-containing indole alkaloid from Glycosmis petelotii. Phytochemistry 52: 1711-1714.
Dai, Y-F., & Liu C-J.
1999. Fruit as Medicine: A Safe and Cheap Form of Traditional Chinese Food
Therapy. Kuala Lumpur: Pelanduk Publication.
Gimlette, J.D. 1939. A
Dictionary of Malayan Medicine. London: Oxford University Press.
Greger, H. & Zechner,
G. 1996. Bioactive amides from Glycosmis species. Journal of Natural
Product 59: 1163-1168.
Greger, H., Hofer, O.,
Zechner, G., Hadacek, F. & Wurz, G. 1994. Sulphones derived from
methylthiopropenoic acid amides from Glycosmis angustifolia. Phytochemistry 37:
1305-1310.
Hofer, O., Greger, H.,
Lukaseder, B., Vajrodaya, S. & Becher, M. 2000. Prenylated sulfonyl amides
from Glycosmis species. Phytochemistry 54: 207-213.
Jash, S.S., Biswas, G.K.,
Bhattacharyya, S.K., Bhattacharyya, P., Chakraborty, A. & Chowdhury, B.K.
1992. Carbazole alkaloids from Glycosmis pentaphylla. Phytochemistry 31:
2503-2505.
Pakrashi, S.C. &
Bhattacharyya, J. 1965. Chemistry of Rutaceae alkaloids. J. Sci. Industr.
Research 24: 239.
Rahmani, M., Leng, K.W.,
Ismail, H.B.M., Taufiq-Yap, Y.H., Sukari, M.A., Ali, A.M. & Julip, K. 2004.
A new flavonoid and sulphur-containing amides from Glycosmis chlorosperma. Natural Product Research 18: 85-88.
Rostagi, K., Kapil, R.S.
& Popli, S.P. 1980. A new alkaloid from Glycosmis mauritiana. Phytochemistry 19: 945-948.
Vajrodaya, S., Bacher,
M., Greger, H & Hofer, O. 1998. Organspecific chemical differences in Glycosmis
trichantera. Phytochemistry 48: 897-902.
Wu, T-S., Chang, F-C.
& Wu, P-L. 1995. Flavonoids, amidosulfoxides and an alkaloid from the
leaves of Glycosmis citrifolia. Phytochemistry 39: 1453-1457. 451
*Pengarang
untuk surat-menyurat; e-mail: mawardi@science.upm.edu.my