Journal of Angiotherapy
Angiogenesis, Inflammation & Therapeutics | Online ISSN  2207-872X
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Contents Vol 7 (1)

A review of the effects of Calophyllum spp. on cancer cells

Melissa Kilus1, Nozlena Abdul Samad1*, Shaari Daud2

+ Author Affiliations

Journal of Angiotherapy 7 (1) 1-6 https://doi.org/10.25163/angiotherapy.717339

Submitted: 10 July 2023 Revised: 09 August 2023  Published: 12 August 2023 

Abstract

Background: The genus Calophyllum and its species has received great research interest for their phytochemical content and therapeutic potential. Said interest was sparked by the discovery of compounds with anti-HIV activities in one of its extracts and the genus has since been studied for potential in treating other morbidities. Generally, species under the genus contain various coumarins, xanthones, triterpenoids, steroids, and chromanones. Extracts with said bioactive compounds can be obtained from all plant parts. This review aims to elucidate the anti-cancer activities of Calophyllum extracts and their potential in cancer treatment. Results: Independent in-vitro studies of the extracts on various cell lines have revealed the chemotherapeutic potential of the genus as shown by their cytotoxic, anti-cancer, and antitumor-promoting activities. Leukemic cancer cell lines, the most studied cell lines, have been shown to be the most sensitive to perturbations by Calophyllum extracts and compounds. Conclusion: Calophyllum-derived extracts and compounds have shown promising activities against cancer cell lines, particularly leukemic cancers. The presence of prenyl moiety at C-6 and the position of the hydroxy group and hydrophobic prenyl in the compounds have been attributed to their cytotoxicity. These findings are useful in providing leads in producing naturally derived anti-cancer medication and developing potent analogs for the same purpose.

Keywords: Anticancer; benjaminin; Calophyllum, in- vitro, natural products

References

Abbas, J., Z Udin, L., & Hanafi, M. (2018). Anti-proliferative activity of natural coumarins from Calophyllum incrasaptum M.R Henderson-Wyatt Smith against human breast cancer cells MCF. MATEC Web of Conferences, 154, 04003. https://doi.org/10.1051/matecconf/201815404003

Avramis, V. I., Nandy, P., Kwock, R., Solorzano, M. M., Mukherjee, S. K., Danenberg, P., & Cohen, L. J. (1998). Increased p21/WAF-1 and p53 protein levels following sequential three drug combination regimen of fludarabine, cytarabine and docetaxel induces apoptosis in human leukemia cells. Anti-cancer Res., 18(4A), 2327–2338.

Cragg, G. M., & Newman, D. J. (2013). Natural products: A continuing source of novel drug leads. Biochimica et Biophysica Acta (BBA) - General Subjects, 1830(6), 3670–3695. https://doi.org/10.1016/j.bbagen.2013.02.008

Elmore, S. (2007). Apoptosis: a Review of Programmed Cell Death. Toxicologic Pathology, 35(4), 495–516. https://doi.org/10.1080/01926230701320337

Gómez-Verjan, J., Rivero-Segura, N., Estrella-Parra, E., Rincón-Heredia, R., Madariaga-Mazón, A., Flores-Soto, E., González-Meljem, M., Cerbón, M., & Reyes-Chilpa, R. (2018). Network Pharmacology Uncovers Anticancer Activity of Mammea-Type Coumarins from Calophyllum brasiliense. Planta Medica, 85(01), 14–23. https://doi.org/10.1055/a-0660-0236

Haerani, S., Raksat, A., & Pudhom, K. (2021). Two new xanthones from the root of Thai calophyllum inophyllum and their toxicity against colon and liver cancer cells. Journal of Natural Medicines, 73(3), 670–674. https://doi.org/10.1007/s11418-021-01492-3

Henry, C. M., Hollville, E., & Martin, S. J. (2013). Measuring apoptosis by microscopy and flow cytometry. Methods, 61(2), 90–97. https://doi.org/10.1016/j.ymeth.2013.01.008

Hsieh, C., Lin, Y., Chen, C., Ku, W., Ma, F., Yu, H., & Chu, C. (2018). Yellow and green pigments from Calophyllum�inophyllum L. seed oil induce cell death in colon and lung cancer cells. Oncology Letters, 15(4). https://doi.org/10.3892/ol.2018.8052

Huerta-Reyes, M., Basualdo, M. del C., Abe, F., Jimenez-Estrada, M., Soler, C., & Reyes-Chilpa, R. (2004). HIV-1 Inhibitory Compounds from Calophyllum brasiliense Leaves. Biological and Pharmaceutical Bulletin, 27(9), 1471–1475. https://doi.org/10.1248/bpb.27.1471

Itharat, A., Houghton, P. J., Eno-Amooquaye, E., Burke, P. J., Sampson, J. H., & Raman, A. (2004). In vitro cytotoxic activity of Thai medicinal plants used traditionally to treat cancer. Journal of Ethnopharmacology, 90(1), 33–38. https://doi.org/10.1016/j.jep.2003.09.014

Ito, C., Itoigawa, M., Mishina, Y., Filho, V. C., Mukainaka, T., Tokuda, H., Nishino, H., & Furukawa, H. (2002). Chemical Constituents of Calophyllum brasiliensis:  Structure Elucidation of Seven New Xanthones and Their Cancer Chemopreventive Activity. Journal of Natural Products, 65(3), 267–272. https://doi.org/10.1021/np010398s

Ito, C., Matsui, T., Kobayashi, T., Tokuda, H., Shanmugam, S., & Itoigawa, M. (2018). Cancer Chemopreventive Activity of Xanthones from Calophyllum elatum. Natural Product Communications, 13(4), 1934578X1801300. https://doi.org/10.1177/1934578x1801300417

Ito, C., Murata, T., Itoigawa, M., Nakao, K., Kaneda, N., & Furukawa, H. (2006). Apoptosis inducing activity of 4-substituted coumarins from Calophyllum brasiliense in human leukaemia HL-60 cells. Journal of Pharmacy and Pharmacology, 58(7), 975–980. https://doi.org/10.1211/jpp.58.7.0013

Itoigawa, M., Ito, C., Tan, H. T.-W., Kuchide, M., Tokuda, H., Nishino, H., & Furukawa, H. (2001). Cancer chemopreventive agents, 4-phenylcoumarins from Calophyllum inophyllum. Cancer Letters, 169(1), 15–19. https://doi.org/10.1016/s0304-3835(01)00521-3

Jaikumar, K., Sheikh Noor Mohamed, M., Anand, D., & Saravanan, P. (2016). Anti-cancer Activity Of Calophyllum Inophyllum L., Ethanolic Leaf Extract In Mcf Human Breast Cell Lines. International Journal of Pharmaceutical Sciences and Research, 7(8), 3330–3335. https://doi.org/10.13040/IJPSR.0975-8232.7(8).3330-35

Kashman, Y., Gustafson, K. R., Fuller, R. W., Cardellina, J. H., McMahon, J. B., Currens, M. J., Buckheit, R. W., Hughes, S. H., Cragg, G. M., & Boyd, M. R. (1992). HIV inhibitory natural products. Part 7. The calanolides, a novel HIV-inhibitory class of coumarin derivatives from the tropical rainforest tree, Calophyllum lanigerum. Journal of Medicinal Chemistry, 35(15), 2735–2743. https://doi.org/10.1021/jm00093a004

Kimura, S., Ito, C., Jyoko, N., Segawa, H., Kuroda, J., Okada, M., Adachi, S., Nakahata, T., Yuasa, T., Filho, V. C., Furukawa, H., & Maekawa, T. (2004). Inhibition of leukemic cell growth by a novel anti-cancer drug (GUT-70) from calophyllum brasiliense that acts by induction of apoptosis. International Journal of Cancer, 113(1), 158–165. https://doi.org/10.1002/ijc.20505

Lim, C. K., Gan, S. Y., Yi, V., Jong, M., Leong, C. O., Mai, C. W., & Chee, C. F. (2019). Cytotoxic activity of phytochemicals from the stem bark of Calophyllum castaneum. Pak. J Pharm Sci, 32(5), 2183–2187.

Lim, C. K., Hemaroopini, S., Gan, S. Y., Loo, S. M., Low, J. R., Jong, V. Y. M., Soo, H. C., Leong, C. O., Mai, C. W., & Chee, C. F. (2016). In vitro cytotoxic activity of isolated compounds from Malaysian Calophyllum species. Medicinal Chemistry Research, 25(8), 1686–1694. https://doi.org/10.1007/s00044-016-1606-y

Lim, C.-K., Hemaroopini, S., Say, Y.-H., & Jong, V. Y.-M. (2017). Cytotoxic Compounds from the Stem Bark of Calophyllum soulattri. Natural Product Communications, 12(9), 1934578X1701200. https://doi.org/10.1177/1934578x1701200922

Liu, T., Zhang, Z.-Q., Xiao, X., & Li, X.-Q. (2022). Bioassay-guided isolation of anti-tumor polyprenylphloroglucinols from Calophyllum polyanthum and primary mechanism. Biomedicine & Pharmacotherapy, 151, 113129. https://doi.org/10.1016/j.biopha.2022.113129

Mah, S. H., Ee, G. C. L., Teh, S. S., Rahmani, M., Lim, Y. M., & Go, R. (2012). Phylattrin, a New Cytotoxic Xanthone from Calophyllum soulattri. Molecules, 17(7), 8303–8311. https://doi.org/10.3390/molecules17078303

Mah, S. H., Ee, G. C. L., Teh, S. S., & Sukari, M. A. (2014). Calophyllum inophyllumandCalophyllum soulattrisource of anti-proliferative xanthones and their structure–activity relationships. Natural Product Research, 29(1), 98–101. https://doi.org/10.1080/14786419.2014.959949

Mah, S. H., Teh, S. S., Ismail, A. A. F., & Ee, G. C. L. (2020). Anti-proliferative Effects of a Coumarin Benjaminin on Four Human Cancer Cell Lines. Pharmaceutical Sciences and Research, 7(1). https://doi.org/10.7454/psr.v7i1.1057

McKee, T. C., Fuller, R. W., Covington, C. D., Cardellina, J. H., Gulakowski, R. J., Krepps, B. L., McMahon, J. B., & Boyd, M. R. (1996). New Pyranocoumarins Isolated fromCalophyllum lanigerumandCalophyllum teysmannii1. Journal of Natural Products, 59(8), 754–758. https://doi.org/10.1021/np9603784

Nahar, L., Talukdar, A. D., Nath, D., Nath, S., Mehan, A., Ismail, F. M. D., & Sarker, S. D. (2020). Naturally Occurring Calanolides: Occurrence, Biosynthesis, and Pharmacological Properties Including Therapeutic Potential. Molecules, 25(21), 4983. https://doi.org/10.3390/molecules25214983

Philippi, M. E., Duarte, B. M., Silva, C. V. D., Souza, M. T. D., Niero, R., Filho, V. C., & Bueno, E. C. (2010). Immunostimulatory acivity of Calophyllum brasiliense, Ipomoea pes-caprae and Matayba elaeagnoides demonstrated by human peripheral blood mononuclear cells proliferation. Acta Poloniae Pharmaceutica, 67(1), 69–73.

Reyes-Chilpa, R., Estrada-Muñiz, E., Rami´rez ApanT., Amekraz, B., Aumelas, A., Jankowski, C. K., & Vázquez-Torres, M. (2004). Cytotoxic effects of mammea type coumarins from Calophyllum brasiliense. Life Sciences, 75(13), 1635–1647. https://doi.org/10.1016/j.lfs.2004.03.017

Rumgay, H., Arnold, M., Ferlay, J., Lesi, O., Cabasag, C. J., Vignat, J., Laversanne, M., McGlynn, K. A., & Soerjomataram, I. (2022). Global burden of primary liver cancer in 2020 and predictions to 2040. Journal of Hepatology, 77(6). https://doi.org/10.1016/j.jhep.2022.08.021

Sahimi, M. S. M., Ee, G. C. L., Mahaiyiddin, A. G., Daud, S., Teh, S. S., See, I., & Sukari, M. A. (2015). A New Natural Product Compound Benjaminin from Calophyllum benjaminum. Pertanika J Trop Agric Sci, 38(1), 1–6.

Sahimi, M. S. M., Ee, G. C. L., Mahaiyiddin, A. G., Daud, S., Teh, S. S., See, I., & Sukari, M. A. (2015). A New Natural Product Compound Benjaminin from Calophyllum benjaminum. Pertanika J Trop Agric Sci, 38(1), 1–6.

Shanmugapriya, Chen, Y., Kanwar, J. R., & Sasidharan, S. (2016). Effects of Calophyllum inophyllum fruit extract on the proliferation and morphological characteristics of human breast cancer cells MCF-7. Asian Pacific Journal of Tropical Disease, 6(4), 291–297. https://doi.org/10.1016/s2222-1808(15)61033-7

Shanmugapriya, Chen, Y., Kanwar, J. R., & Sasidharan, S. (2016). Effects of Calophyllum inophyllum fruit extract on the proliferation and morphological characteristics of human breast cancer cells MCF-7. Asian Pacific Journal of Tropical Disease, 6(4), 291–297. https://doi.org/10.1016/s2222-1808(15)61033-7

Stevens, P. F. (1980). A revision of the Old World species of Calophyllum (Guttiferae). Journal of the Arnold Arboretum., 61(2), 117–424. https://doi.org/10.5962/bhl.part.8541

Taher, M., Salleh, W. M. N. H. W., Alkhamaiseh, S. I., Ahmad, F., Rezali, M. F., Susanti, D., & Hasan, C. M. (2020). A new xanthone dimer and cytotoxicity from the stem bark of Calophyllum canum. Zeitschrift Für Naturforschung C, 76(1-2), 87–91. https://doi.org/10.1515/znc-2020-0089

Vasantha Rupasinghe, H. P., Nair, S. V. G., & Robinson, R. A. (2014). Chemopreventive Properties of Fruit Phenolic Compounds and Their Possible Mode of Actions. Studies in Natural Products Chemistry, 229–266. https://doi.org/10.1016/b978-0-444-63281-4.00008-2

Wang, H., Zhang, K., Liu, J., Yang, J., Tian, Y., Yang, C., Li, Y., Shao, M., Su, W., & Song, N. (2021). Curcumin Regulates Cancer Progression: Focus on ncRNAs and Molecular Signaling Pathways. Frontiers in Oncology, 11. https://doi.org/10.3389/fonc.2021.660712

Wang, H., Zhang, K., Liu, J., Yang, J., Tian, Y., Yang, C., Li, Y., Shao, M., Su, W., & Song, N. (2021). Curcumin Regulates Cancer Progression: Focus on ncRNAs and Molecular Signaling Pathways. Frontiers in Oncology, 11. https://doi.org/10.3389/fonc.2021.660712

Xiao, Q., Zeng, Y.-B., Mei, W.-L., Zhao, Y.-X., Deng, Y.-Y., & Dai, H.-F. (2008). Cytotoxic prenylated xanthones from Calophyllum inophyllum. Journal of Asian Natural Products Research, 10(10), 993–997. https://doi.org/10.1080/10519990802240387

Yuan, H., Ma, Q., Ye, L., & Piao, G. (2016). The Traditional Medicine and Modern Medicine from Natural Products. Molecules, 21(5), 559. https://doi.org/10.3390/molecules21050559

Zamakshshari, N. H., Ee, G. C. L., Ismail, I. S., Ibrahim, Z., & Mah, S. H. (2019). Cytotoxic xanthones isolated from Calophyllum depressinervosum and Calophyllum buxifolium with antioxidant and cytotoxic activities. Food and Chemical Toxicology, 133, 110800. https://doi.org/10.1016/j.fct.2019.110800

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