Xu, Y., Bashyal, B. P., Liu, M. X., Espinosa-Artiles, P., U'Ren, J. M., Arnold, A. E., & Gunatilaka, A. L. (2015). Cytotoxic Cytochalasins and other Metabolites from Xylariales sp. FL0390, A Fungal Endophyte of the Spanish moss. Natural Product Communications, 10(10), 1655-1658.
Wijeratne, E. K., Liu, M. X., Kantipudi, N. B., Brochini, C. B., Gunatilaka, A. L., & Canfield, L. M. (2006). Synthesis and preliminary biological evaluation of β-carotene and retinoic acid oxidation products. Bioorganic and Medicinal Chemistry, 14(23), 7875-7879.
PMID: 16908162;Abstract:
Synthesis of the β-carotene oxidation product, 2,3-dihydro-5,8-endoperoxy-β-apo-carotene-13-one (1) was achieved in six steps starting from β-ionone. Photo-oxygenation of all trans-retinoic acid (8) and 13-cis-retinoic acid (9) produced a mixture of 5S*,8S*-epidioxy-5,8-dihydroretinoic acid (10) and 13-cis-5S*,8S*-epidioxy-5,8-dihydroretinoic acid (11). Methylation of the crude photo-oxygenation mixture afforded the corresponding methyl esters 12 and 13, respectively, both of which underwent ready aerial oxidation yielding hitherto unknown oxidation products of retinoic acid identified as methyl 5S*,8S*-epidioxy-9,10β-epoxy-5,8,9,10-tetrahydroretinoate (14) and methyl 13-cis-5S*,8S*-epidioxy-9,10β-epoxy-5,8,9,10-tetrahydroretinoate (15). Evaluation of 1, all trans-retinoic acid (8), 13-cis-retinoic acid (9), and the photo-oxygenation products 10-15 in a panel of five cancer cell lines showed 1 to be inactive and that 11 is significantly cytotoxic compared with the other retinoic acid analogs suggesting the requirement of the carboxylic acid moiety and the cis-geometry of the 13(14) double bond for cytotoxic activity. © 2006 Elsevier Ltd. All rights reserved.
Gunatilaka, A., & Kingston, D. G. (1997). DNA-damaging natural products with potential anticancer activity. Studies in Natural Products Chemistry, 20(PART F), 457-505.
Kamal, G. M., Gunaherath, B., Gunatilaka, A., & Thomson, R. H. (1984). Structure of plumbazeylanone: a novel trimer of plumbagin from plumbago zeylanica. Tetrahedron Letters, 25(42), 4801-4804.
Abstract:
Plumbazeylanone, a quinone from Plumbago zeylanica is probably 5b,11a,12,12a-tetrahydro-1,7-dihydroxy-5b-(8-hydroxy-3-methyl-1,4-naphthoquinon-2-yl)-5a,12a-dimethyl-5aH-dibenzo[b,h]fluorene-5,13:6,11-diquinone, a novel trimer of plumbagin with an additional methyl group. © 1984.
A., A., G., D., M., E., M., B., Hofmann, G. A., & Johnson, R. K. (1994). Biological activity of some coumarins from Sri Lankan Rutaceae. Journal of Natural Products, 57(4), 518-520.
PMID: 8021652;Abstract:
Twelve coumarins isolated from plants of the Rutaceae collected in Sri Lanka have been subjected to a mechanism-based anticancer bioassay employing DNA repair-deficient and repair-proficient yeasts. Of these, seselin [10] and xanthyletin [11] were found to be active. Seselin also exhibited moderate cytotoxicity.