Volume: 43 Issue: 1
Synthesis of novel anticancer derivatives of a rare phytocompound scillascillin from a new species Ledebouria hyderabadensis
Year: 2021, Page: 9-14, Doi: https://doi.org/10.62029/jmaps.v43i1.Chinthala
Received: May 21, 2021 Accepted: June 15, 2021 Published: July 1, 2021
Ledebouria is a genus of deciduous or weakly evergreen bulbs in the Hyacinthaceae family. This is recognized as the first collection made of the new taxon Ledebouria hyderabadensis. The compound Scillascillin 1 is a rare and novel benzocyclobutene ring containing homoisoflavanone, isolated for the first time from L. hyderabadensis. In vitro anticancer activity performed using MTT assay, on compound 1 and its semi synthetic derivatives showed significant inhibitory activity against human cancer cell lines A549 (Adenocarcinoma), HepG2 (Hepatocellular carcinoma), MCF-7 (breast cancer),SKOV3 (Ovarian Adenocarcinoma)and HeLa(Immortalised). Amongst the derivatives, compound 4 showed better anti-cancer activity against HepG2 (IC50: 61.34 ± 0.31 µM) when compare with parent Scillascillin 1(IC50: 244.69 ± 0.01 µM).
Keywords: Anti-cancer activity, Isolation, Ledebouria hyderabadensis, Scillascillin, Semi-synthesis
Butler, M. S. (2004). The role of natural product chemistry in drug discovery. Journal of Natural Products, 67(12), 2141–2153.
Chin, Y. W., Balunas, M. J., Chai, H. B., & Kinghorn, A. D. (2006). Drug discovery from natural sources. The AAPS Journal, 8(2), E239–E253.
Dai, Y., Harinantenaina, L., Brodie, P. J., Goetz, M., Shen, Y., TenDyke, K., & Kingston, D. G. I. (2013). Antiproliferative homoisoflavonoids and bufatrienolides from Urginea depressa. Journal of Natural Products, 76(5), 865–872.
Das, B., Thirupathi, P., Ravikanth, B., Kumar, R. A., Sarma, A. V. S., & Basha, S. J. (2009). Isolation, synthesis, and bioactivity of homoisoflavonoids from Caesalpinia pulcherrima. Chemical and Pharmaceutical Bulletin, 57(10), 1139–1141.
Desideri, N., Olivieri, S., Stein, M. L., Sgro, R., Orsi, N., & Conti, C. (1997). Synthesis and anti-picornavirus activity of homo-isoflavonoids. Antiviral Chemistry and Chemotherapy, 8(6), 545–555.
Guo, H., Zhao, H., Kanno, Y., Li, W., Mu, Y., Kuang, X., Inouye, Y., Koike, K., Jiang, H., & Bai, H. (2013). A dihydrochalcone and several homoisoflavonoids from Polygonatum odoratum are activators of adenosine monophosphate-activated protein kinase. Bioorganic & Medicinal Chemistry Letters, 23(11), 3137–3139.
Gupta, D., Bleakley, B., & Gupta, R. K. (2009). Bioassay-guided isolation of antibacterial homoisoflavan from Dragon’s blood resin (Dammulakhwain). Natural Product Radiance, 8(5), 494–497.
Hansen, M. B., Nielsen, S. E., & Berg, K. (1989). Re-examination and further development of a precise and rapid dye method for measuring cell growth/cell kill. Journal of Immunological Methods, 119(2), 203–210.
Jacob, J. E. (2009). Natural products-based drug discovery: Some bottlenecks and considerations. Current Science, 96(6), 753–754.
Mutanyatta, J., Matapa, B. G., Shushu, D. D., & Abegaz, B. M. (2003). Homoisoflavonoids and xanthones from the tubers of wild and in vitro regenerated Ledebouria graminifolia and cytotoxic activities of some of the homoisoflavonoids. Phytochemistry, 62(6), 797–804.
Patwardhan, B., Vaidya, A. D. B., & Chorghade, M. (2004). Ayurveda and natural products drug discovery. Current Science, 86(6), 789–799.
Qualig, M. G., Desideri, N., Bossu, E., Sgro, R., & Conti, C. (1999). Enantioseparation and anti-rhinovirus activity of 3-benzylchroman-4-ones. Chirality, 11(7), 495–500.
Siddaiah, V., Rao, V. C., Venkateswarlu, S., Krishnaraju, A. V., & Subbaraju, G. V. (2006). Synthesis, stereochemical assignments, and biological activities of homoisoflavonoids. Bioorganic & Medicinal Chemistry, 14(8), 2545–2551.
Chinthala, Y., Chinde, S., A, N. K., Srinivas, K. V. N. S., Kumar, J. K., Sastry, K. P., Grover, P., & Ramana, M. V. (2014). Anticancer active homoisoflavone from the underground bulbs of Ledebouria hyderabadensis. Pharmacognosy Research, 6(4), 303–305.
© CSIR-Central Institute of Medicinal and Aromatic Plants, Lucknow-226015
Chinthala, Y., Niranjana Kumar A., Srinivas, K. V. N. S., Kumar, J. K., Chinde, S., & Grover, P. (2021). Synthesis of novel anticancer derivatives of a rare phytocompound scillascillin from a new species Ledebouria hyderabadensis. Journal of Medicinal and Aromatic Plant Sciences, 43(1), 9–14.
