Author:
Pailee Phanruethai,Batsomboon Paratchata,Yaosanit Wiriya,Thananthaisong Theerawat,Mahidol Chulabhorn,Ploypradith Poonsakdi,Reuk-ngam Nanthawan,Khlaychan Panita,Techasakul Supanna,Ruchirawat Somsak,Prachyawarakorn Vilailak
Abstract
AbstractEleven novel clerodane-type diterpenoids, grewiifopenes A–K (1–4 and 12–18), along with nine known compounds (5–11, 19, and 20) were purified from the dichloromethane extract of the twigs and stems of Casearia grewiifolia Vent. (Salicaceae). Their spectroscopic data, including the NMR, HRESIMS, and electronic circular dichroism calculations were employed to completely characterize and elucidate the chemical structures and absolute configurations. The clerodane diterpenoids possessing a 6-OH group and no substitution at C-7 exhibited greater cytotoxic activity than others, with their IC50 values ranging from 0.3 to 2.9 μM. Isocaseamembrin E (7) exhibited antibacterial activity against Staphylococcus aureus, while isocaseamembrin E (7), corymbulosin X (8), caseargrewiin A (9), kurzipene A (10), and balanspene F (11) exhibited antibacterial activity against Bacillus cereus.
Graphical Abstract
Funder
Thailand Science Research and Innovation
Center of Excellence on Environmental Health and Toxicology
Publisher
Springer Science and Business Media LLC
Reference32 articles.
1. Chuakul W, Saralamp P, Paonil W, Temsiririrkkul R, Clayton T. Medicinal plants in Thailand, vol. II. Bangkok: Amarin Printing and Publishing Public Co., Ltd.; 1997. p. 52–3.
2. Xia L, Guo Q, Tu P, Chai X. The genus Casearia: a phytochemical and pharmacological overview. Phytochem Rev. 2015;14:99–135. https://doi.org/10.1007/s11101-014-9336-6.
3. Kanokmedhakul S, Kanokmedhakul K, Kanarsa T, Buayairaksa M. New bioactive clerodane diterpenoids from the bark of Casearia grewiifolia. J Nat Prod. 2005;68:183–8. https://doi.org/10.1021/np049757k.
4. Kanokmedhakul S, Kanokmedhakul K, Buayairaksa M. Cytotoxic clerodane diterpenoids fruits of Casearia grewiifolia. J Nat Prod. 2007;70:1122–6. https://doi.org/10.1021/acs.jnatprod.5b00677.
5. Nguyen HTT, Truong NB, Doan HTM, Litaudon M, Retailleau P, Do TT, Nguyen HV, Chau MV, Pham CV. Cytotoxic clerodane diterpenoids from the leaves of Casearia grewiifolia. J Nat Prod. 2015;78:2726–30. https://doi.org/10.1021/acs.jnatprod.5b00677.