Cytotoxic triterpenoids from Chisocheton pentandrus

Supriatno Salam; Desi Harneti; Rani Maharani; Nurlelasari; Agus Safari; Ace Tatang Hidayat; Ronny Lesmana; Mohamad Azlan Nafiah; Unang Supratman; Thomas Alexander Kyle Prescott; Yoshihito Shiono

doi:10.1016/j.phytochem.2021.112759

Cytotoxic triterpenoids from Chisocheton pentandrus

Phytochemistry. 2021 Jul:187:112759. doi: 10.1016/j.phytochem.2021.112759. Epub 2021 Apr 9.

Affiliations

¹ Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor, 45363, Indonesia; Faculty of Pharmacy, Universitas Mulawarman, Samarinda, 75123, Kalimantan Timur, Indonesia.
² Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor, 45363, Indonesia.
³ Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor, 45363, Indonesia; Central Laboratory, Universitas Padjadjaran, Jatinangor, 45363, Indonesia.
⁴ Central Laboratory, Universitas Padjadjaran, Jatinangor, 45363, Indonesia; Physiology Division, Department of Biomedical Sciences, Faculty of Medicine, Universitas Padjadjaran, Jatinangor, 45363, Indonesia.
⁵ Department of Chemistry, Faculty of Science and Mathematics, Sultan Idris Education University, Tg Malim, 35900, Perak, Malaysia.
⁶ Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Padjadjaran, Jatinangor, 45363, Indonesia; Central Laboratory, Universitas Padjadjaran, Jatinangor, 45363, Indonesia. Electronic address: unang.supratman@unpad.ac.id.
⁷ Royal Botanic Gardens, Kew, Richmond, Surrey TW9 3AB, United Kingdom.
⁸ Department of Food, Life, and Environmental Science, Faculty of Agriculture, Yamagata University, Tsuruoka, Yamagata, 997-8555, Japan.

PMID: 33839518
DOI: 10.1016/j.phytochem.2021.112759

Abstract

Eleven undescribed triterpenoids (pentandrucines A to K) were isolated from the n-hexane extract of the stem bark of Chisocheton pentandrus (Blanco) Merr. These comprised ten undescribed dammarane-type triterpenoids and one undescribed apotirucallane-type triterpenoid. Additionally, two dammarane-type triterpenoids, four apotirucallane-type triterpenoids and two tirucallane-type triterpenoids were also isolated. The chemical structures of pentandrucine A-K, were fully elucidated using 1D and 2D-NMR, and high resolution MS. All of the compounds were evaluated for cytotoxic activity against MCF-7 breast cancer cells in vitro. Melianodiol proved to be the most active with an IC₅₀ of 16.84 μM comparing favourably with Cisplatin (13.2 μM).

Keywords: Chisocheton pentandrus; Cytotoxic activity; MCF-7; Meliaceae; Pentandrucine A-K; Triterpenoid.

MeSH terms

Antineoplastic Agents*
Antineoplastic Agents, Phytogenic* / pharmacology
Humans
Meliaceae*
Molecular Structure
Triterpenes* / pharmacology

Substances

Antineoplastic Agents
Antineoplastic Agents, Phytogenic
Triterpenes