q
IICT Communication No. 4307.
*Corresponding author. Tel.:#91-40-7170512; fax:#91-40-7173757.
E-mail address:root@csiict.ren.nic.in (Y. Venkateswarlu)
Biochemical Systematics and Ecology 28 (2000) 905}906
Halleridone and Hallerone from
Phyla nodi
y
ora
as
taxonomic markers
qV. Ravikanth
!
, P. Ramesh
"
, P.V. Diwan
!
, Y. Venkateswarlu
",
*
!Pharmacology Division, Indian Institute of Chemical Technology, Hyderabad 500 007, India
"Natural Product Laboratory, Organic Division-I, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Received 3 June 1999; accepted 29 June 1999
Keywords: Phyla nodiyora; Halleridone; Hallerone; Taxonomic markers
1. Subject and source
In continuation of our search for biologically active molecules from terrestrial sources, we have investigated the creeping perennial herb Phyla nodiyora (Linn) Greene (Verbenaceae) ("Lippia nodiyora(Linn.) Mich), which grows widely in India.
The leaves of P. nodiyora were collected from Bhadrachalam forest in October 1998. The plant was identi"ed by Prof. M. Prabhakar, Plant Anatomy and Taxonomy Laboratory, Department of Botany, Osmania University, Hyderabad. The herbarium of the same is deposited at Herbarium Hyderabadensis (H. Hy) (Accession No. 7078) and also at Indian Institute of Chemical Technology, Hyderabad, India.
2. Previous work
Several#avonoids (Tomas-Barberan et al., 1987), iridoid glycosides (Rimpler and Sauerbier, 1986) and volatile constituents (Elakovich and Stevens, 1985) have pre-viously been reported fromP. nodiyora.
3. Present study
The dried and powdered leaves (650 g) were extracted with CH
2Cl2: MeOH (1 : 1,
3]1.5 l) at room temperature. The combined concentrated extract was subjected to silica gel chromatography to a!ord the cyclohexenone-derived compound, hal-leridone (40 mg) (1) and a mixture. The mixture was acetylated (Ac
2O/Py) and
puri"ed on column chromatography to a!ord the acetyl derivatives1a and 2a of
halleridone (1) and hallerone (2). The compounds1,1a, and2awere characterized by comparing their physical and spectral data with those reported in the literature (Messana et al., 1984).
Compounds 1 and 2 were previously isolated from the plant Helleria lucida
(Messana et al., 1984) and were found to have anti-cancer, anti-tumor (Nishino and
Kobayashi, 1989), anti-microbial, anti-fungal, and cytotoxic activities (Nishino et al., 1988). This is the"rst report of the isolation of these compounds fromP. nodiyora.
4. Chemotaxonomic signi5cance
Cornoside (3), a cyclohexadienone glycoside has previously been isolated from the genus Phyla (Rimpler and Sauerbier, 1986). These cyclohexadienone and cyclo-hexenone derivatives may be useful taxonomic markers of this genusPhyla.
Acknowledgements
We are thankful to the Director, IICT and Dr. J. S. Yadav for their encouragement. V.R. and P.R. are thankful to C.S.I.R. and U.G.C for fellowships.
References
Elakovich, S.D., Stevens, K.L., 1985. J. Nat. Prod. 48 (3), 504.
Messana, I., Sperandei, M., Multari, G., Gale$, C., Bettolo, G.B.M., 1984. Phytochemistry 23 (11), 2619. Nishino, C., Kobayashi, K., Fukushima, M., 1988. J. Nat. Prod. 51 (6), 1281.
Nishino, C., Kobayashi, K. 1989. JP. 01, 290, 627 [89, 290, 627] (Cl. A61K31/34), 22 November. JP. 01, 290, 666 (89, 290, 666) (Cl. C07D307/80), 22 November.
Rimpler, H., Sauerbier, H., 1986. Biochem. Syst. Ecol. 14 (3), 307. Thomas, F.A., Harborne, J.B., Self, R., 1987. Phytochemistry 26 (8), 2281.
