Antimicrobial Compounds from Artocarpus heterophyllus
Consolacion Y. Ragasa, Karen Jorvina and John A. Rideout
Department of Polymer Science and Engineering Research Institute of Industrial Technology, Gyeongsang National University, Chinju Gyeongnam, Korea
The freeze-dried unripe fruit of Artocarpus heterophyllus Lam., common name: langka, afforded cycloartenone 1, cycloartenol 2, and a diastereomeric mixture of 2,3-butanediols 3a and 3b in a 3:1 ratio. Antimicrobial tests on 1-3 indicated that 1 has low activity against E. coli, P. aeruginosa, and T. mentagrophytes, moderate activity against C. albicans and A. niger and inactive against S. aureus and B. subtilis. 2 has no antibacterial activity and only low antifungal activity. The diastereomeric mixture of 3 exhibited high activity against P. aeruginosa, moderate activity against C. albicans, and low activity against S. aureus, T. mentagrophytes, and A. niger. 3 has the same activity as the standard antibiotic against P. aeruginosa.
Artocarpus heterophyllus Lam., commonly known as langka, is cultivated throughout the Philippines, for its fruit which is eaten fresh or made into preserves and other sweets. The unripe fruit is used as astingent, while the ripe fruit is used as demulcent, nutritive and laxative (Quisumbing 1978). A number of studies were conducted on A. heterophyllus which reported the isolation of cycloartenone, cycloartenol, and other tetracyclic tripertenoids (Baric et al. 1994), flavonoids (Lu & Lin 1994; Lu et al. 1995; Radhakrishnan et al. 1965; Chung et al. 1995), and Deils-Alder-type adducts (Shinomiya et al. 1995; Aida et al. 1990). . . . . .
AIDA M, HANO Y, NOMURA T. 1990. Journal of Natural Products 53(2): 391-395.
BARIC BR, BHAUMIK AK, DEY AK, KUNDU AB. 1994. Phytochemistry 35(4): 1001-04.
CHUNG MI, LU CM, LIN CN, HUANG PL. 1995. Phytochemistry 40(4): 1279-82.
DE PASCUAL TJ, URONES JG, MARCOS IS, BASABE P, CUADRADO MJS, MORO RF. 1987. Phytochemistry 26: 1767-76.
GUEVARA BQ, RECIO BV. 1985. Acta Manilana Supplements. Manila: UST Research Center.
KAMENARSKA Z, YALCIN FN, ERSOZ T, CALIS I, STEFANOV K, POPOV S. 2002. Z. Naturforsch 57C: 584-590.
LU CM, LIN CN. 1994. Phytochemistry 35(3): 781-783.
LU CM, LIN CN, HUANG PL. 1995. Phytochemistry. 39(6): 1447-51.
PINOJA JA, MARBOT R, ROSADO A, VASQUEZ C. 2004. Flavour and Fragrance Journal 19(1): 32-35.
POUCHERT CJ. 1983. The Aldrich Library of NMR Spectra 1: 123D-124A. 2nd Ed. USA: The Aldrich Chemical Company, Inc.
QUISIMBING E. 1978. Medicinal Plants of the Philippines. Manila: Bureau of Printing.
RADHAKRISHNAN AV, RAMA RAO AV, VENKATARAMAN K. 1965. Tetrahedron Letters 11: 663-667.
SHINOMIYA K, AIDA M, HANO Y, NOMURA T. 1995. Phytochemistry 40(4): 1317-19.
VOLOCH M, LADISCH MR, RODWELL VW, TSAO GT. 1983. Biotechnol Bioeng 25: 173-183.