A new oleanane-type triterpenoid, 3-oxo-olean-11(12)-en-28-oic acid (1) and four known oleananes (2–5), have been isolated from the Chisocheton macrophyllus King fruit. The chemical structures were unambiguously established through extensive spectroscopic data analysis of IR, HR-MS, and NMR. The cytotoxic effect of the compounds was evaluated against MCF-7 and A-549 cells. All compounds had no cytotoxic activity against both cell lines.
Similar content being viewed by others
References
J. A. Shilpi, S. Sahab, S. L. Chong, L. Nahard, S. D. Sarkerd, and K. Awang, Chem. Biodiv., 13, 483 (2016).
M. H. Yang, J. S. Wang, J. G. Luo, X. B. Wang, and L. Y. Kong, J. Nat. Prod., 72, 2014 (2009).
K. Heyne, The Useful Indonesian Plants, Research and Development Agency, Ministry of Forestry, Jakarta, Indonesia, 1982, pp. 989–1012.
I. A. Najmuldeen, A. H. A. Hadi, K. Mohamad, K. Awang, K. A. Ketuly, M. R. Mukhtar, H. Taha, M. Nordin, M. Litaudon, F. Gueritte, A. E. Nugroho, and H. Morita, Heterocycles, 84, 1265 (2012).
D. J. Mabberley, C. M. Pannell, and A. M. Sing, Meliaceae, Flora Malesiana Series, 12, 1997, pp. 1–407.
U. Supratman, W. Naibaho, S. Salam, R. Maharani, A. T. Hidayat, D. Harneti, Nurlelasari, and Y. Shiono, Phytochem. Lett., 30, 81 (2019).
S. Supriatno, Nurlelasari, T. Herlina, D. Harneti, R. Maharani, A. T. Hidayat, T. Mayanti, U. Supratman, M. N. Azmi, and Y. Shiono, Nat. Prod. Res., 25, 1 (2018).
S. Supriatno, D. Harneti, R. Maharani, Nurlelasari, A. Safari, A. T. Hidayat, R. Lesmana, M. A. Nafiah, U. Supratman, K. T. A. Prescott, and Y. Shiono, Phytochemistry, 187, 112759 (2021).
S. L. Chong, A. Hematpoor, H. Hazni, M. S. Azirun, M. Litaudon, U. Supratman, M. Murata, and K. Awang, Phytochem. Lett., 30, 69 (2019).
J. Phongmaykin, T. Kumamoto, T. Ishikawa, R. Suttisri, and E. Saifah, Arch. Pharm. Res., 31 (1), 21 (2008).
V. D. Vossen and B. E. Umali, Plant Resources of South East Asia, No. 14, Vegetable oil and fats, Prosea Foundation, Bogor, Indonesia, 2002.
Nurlelasari, D. G. Katja, D. Harneti, M. M. Wardayo, U. Supratman, and K. Awang, Chem. Nat. Compd., 53, 83 (2017).
Nurlelasari, I. Rahmayanti, S. Salam, A. Safari, D. Harneti, R. Maharani, A. T. Hidayat, M. Tanjung, R. Retnowati, Y. Shiono, and U. Supratman, Appl. Biol. Chem., 64 (35), 1 (2021).
A. Inada, M. Somekawa, H. Murata, T. Nakanishi, H. Tokuda, H. Nishino, A. Iwashima, D. Darnaedi, and J. Murata, Chem. Pharm. Bull., 41 (3), 617 (1993).
P. Skehan, R. Storeng, D. Scudiero, A. Monks, J. McMahon, D. Vistica, J. T. Warren, H. Bokesch, S. Kenney, and R. M. Boyd, J. Natl. Cancer Inst., 82, 1107 (1990).
M. Y. Rios, D. Salinas, and M. L. Villarreal, Planta Med., 67 (5), 443 (2001).
P. Zhang, J. Hao, J. Liu, L. Zhang, and H. Sun, Tetrahedron, 65, 4304 (2009).
T. K. Razdan, V. Kachroo, S. Harkar, and G. L. Koul, Tetrahedron, 38 (7), 991 (1982).
Y. E. Hadisaputri, D. Pharm, T. Miyazaki, S. Suzuki, T. Yokobori, T. Kobayashi, N. Tanaka, T. Inose, M. Sohda, and H. Kuwano, Ann. Surg. Oncol., 19, S589 (2012).
Acknowledgment
This research was supported by Universitas Padjadjaran through the Competitive Lecture Grant (RKDU) No. 1959/UN6.3.1/PT.00/2021 and by Nurlelasari and Academic Leadership Grant (No. 1959/UN6.3.1/PT.00/2021 by Unang Supratman).
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Khimiya Prirodnykh Soedinenii, No. 1, January–February, 2023, pp. 67–70.
Rights and permissions
Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.
About this article
Cite this article
Nurlelasari, Indriani, S.S., Mayanti, T. et al. A New Oleanane-Type Triterpenoid from the Fruits of Chisocheton macrophyllus. Chem Nat Compd 59, 76–79 (2023). https://doi.org/10.1007/s10600-023-03922-y
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10600-023-03922-y