Chemical constituents of some Sri Lankan rutaceae and their biological activity
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Date
1990-03
Authors
Wijeratne, E. M. Kithsiri
Journal Title
Journal ISSN
Volume Title
Publisher
University of Peradeniya
Abstract
This thesis is presented in five chapters. Chapter1 consists with introduction to the family Rutaceae and three SriLankan Rutaceae species, Ldmonia aetdisstma, Pletospermtunalatum and Luvunga angusttfolta along with previous chemical work on these genera. Medicinal uses and biological properties of L. acdissima are also included.
Chapter 2 describes the isolation and structure elucidation of a limonoid, obacunone (58) from the root bark and a new limonoid named acidissimin (68) from the stem bark of L. actdissima. The extractive s of the root bark of P. alatum afforded two limonoids 1-(10--19)-abeo-7a-acetoxy-10p-hydroxyiso-obacunoic acid-3,10-lactone (70) and limony! acetate (71).
Chapter 3 presents the isolation and structure elucidation of five acridone alkaloids from the root bark and stem bark of P.atatun. One of the acridones, 1,5,6-trihydroxy-2,3-dimethoxy-10-methyl -9-acridone (141) is a new compound while another 1-hydrox1-hydroxy-2,3,5,6- tetramethoxy~10-methyl-9-acridone (139) is a new natural product.The extractive of the stems of L.angustifolia yielded two acridone alkaloids; one of the acridones, 1-hydroxy-2,3,5-trimethoxy-10-methyl-9-acridone (5-methoxyarborinine) (140) is a new natural product. This chapter also contains a comprehensive review on N-methylacridone alkaloids from higher plants covering literature published up to the end of 1988. Isolation and structure elucidation of eight coumarins, 2,6-dimethoxybenzoquinone (162) and 6-hydroxy-4-methoxy~1-methyl- 2(1H)-quinolone (160) from the extractives of L. actdissima; six coumarins along with a rare coumarin glycoside, 8-Z-apiopyranosyl - (1->6 )-8-D-gqlucopyranosyl -umbelliferone (167) from the extractives of P. alatum and two coumarins from 2. angustifolia are discussed in.Chapter 4.
Antifungal and insecticidal activity of L. aetdissima and P. altatum are. discussed in Chapter 5. Extractives of L. acidissima and P, .alatum showed antifungal activity against Cladosporium eladosportotdes and active compounds of £. aaidisstma were found to be psoralen (16), xanthotoxin (17), osthenol (155) and 2,6-dimethoxybenzoquinone (162). The active component of P. azatiun was found to be seselin (165). Insecticidal activity against Callosobruches chinensts was detected in the extractives of stem bark and root bark of Z. aeidissima, and the active compound was found to be bergapten (12). The extractives of P. alatum showed insecticidal activity against Aphis eraceivora. The compounds responsible for insecticidal activity in P. aZatum were found to be 1-(10->19)-abeo-7o-acetoxy-10g-hydroxyiso-obacunoic acid-3,10-lactone (70), 5-hydroxynoracronycin (84), S-hydroxyarborinine (51), 1,5,6- trihydroxy-2, 3-dimethoxy-10-methyl-9-acridone (341), 1-hydroxy-2,3,5,6- tetramethoxy-10-methy!-9-acridone (139), aurapten (1), seselin (165), xanthoxyletin (166), umbelliferone (11), limony? acetate (71) and subereno! (9)
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Keywords
Chemistry , Medicinal plants , Sri Lanka