Six new compounds (1–4, 8, 10), along with six known limonoids (5–7, 9, 11, 12), were isolated from the roots of Trichilia sinensis. Their structures were elucidated on the basis of extensive spectroscopic methods including 1H NMR, 13C NMR, DEPT, HSQC, HMBC, 1H–1H COSY and ROESY experiments, as well as by comparison with the literature. All the compounds were evaluated for cytotoxicities against K562, SGC-7901 and BEL-7402 cell lines. Compounds 2, 7, 10, 11, and 12 showed weak inhibitory activity to the selected cell lines.
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This research was financially supported by the Special Fund for Agro-scientific Research in the Public Interest (201303117), Special Grant for Modernization of Traditional Chinese Medicine of Hainan Province (2015ZY04) and Key Research and Development Scheme of Hainan Province (ZDYF2016140).
Compliance with ethical standards
Conflict of interest
All the authors have no conflict of interest to declare.
An FL, Luo J, Li RJ, Luo JG, Wang XB, Yang MH, Yang L, Yao HQ, Sun HB, Chen YJ, Kong LY (2016) Spirotrichilins A and B: two rearranged spirocyclic limonoids from Trichilia connaroides. Org Lett 18:1924–1927CrossRefGoogle Scholar
Dai HF, Zheng XL, Xing FW, Mei WL (2014) Records of Li Folk Medicine. China Science & Technology Press, Beijing, pp 135–136Google Scholar
Editorial Committee of Chinese Materia Medica, the Administration Bureau of Traditional Chinese Medicine (2000) Chinese materia medica (Zhonghua Bencao). Shanghai Science & Technology Press, Shanghai, pp 3880–3881Google Scholar
Jolad SD, Hoffmann JJ, Schram KH, Cole JR, Tempesta MS, Bates RB (1981) Constituents of Trichilia hispida (Meliaceae). 3. Structures of the cytotoxic limonoids: hispidins A, B, and C. J Org Chem 46:641–644CrossRefGoogle Scholar
Krief S, Martin MT, Grellier P, Kasenene J, Sévenet T (2004) Novel antimalarial compounds isolated in a survey of self-medicative behavior of wild chimpanzees in Uganda. Antimicrob Agents Chemother 48:3196–3199CrossRefGoogle Scholar
Li YX, Mei WL, Zuo WJ, Zhao YX, Dong WH, Dai HF (2012) Two new compounds from Trigonostemon heterophyllus. Phytochem Lett 5:41–44CrossRefGoogle Scholar
Liu CP, Xu JB, Han YS, Wainberg MA, Yue JM (2014) Trichiconins A-C, limonoids with new carbon skeletons from Trichilia connaroides. Org Lett 16:5478–5481CrossRefGoogle Scholar
Macleod JK, Moeller PD, Molinski TF, Koul O (1990) Antifeedant activity against Spodoptera litera larvae and [13C] NMR spectral assignments of the meliatoxins. J Chem Ecol 16:2511–2518CrossRefGoogle Scholar
Nakatani M, James JC, Nakanishi K (1981) Isolation and structures of trichilins, antifeedants against the Southern army worm. J Am Chem Soc 10:1228–1230CrossRefGoogle Scholar
Nakatani M, Iwashita T, Naoki H, Hase T (1985) Structure of a limonoid antifeedant from Trichilia roka. Phytochemistry 24:195–196CrossRefGoogle Scholar
Oelrichs PB, Hill MW, Vallely PJ, MacLeod JK, Molinski TF (1983) Toxic tetranortriterpenes of the fruit of Melia azedarach. Phytochemistry 22:531–534CrossRefGoogle Scholar
Polonsky J, Varon Z, Arnoux B, Pascard C, Pettit GR, Schmidt JH, Lange LM (1978) Antineoplastic agents. 57. Isolation and structure of aphanastatin. J Am Chem Soc 100:2575–2576CrossRefGoogle Scholar
Rodríguez B, Caballero C, Ortego F, Castañera P (2003) A new tetranortriterpenoid from Trichilia havanensis. J Nat Prod 66:452–454CrossRefGoogle Scholar
Simmonds MSJ, Stevenson PC, Porter EA, Veitch NC (2001) Insect antifeedant activity of three new tetranortriterpenoids from Trichilia pallida. J Nat Prod 6:1117–1120CrossRefGoogle Scholar
Tan QG, Luo XD (2011) Meliaceous limonoids: chemistry and biological activities. Chem Rev 111:7437–7522CrossRefGoogle Scholar
Wang HY, Wang JS, Shan SM, Wang XB, Luo J, Yang MH, Kong LY (2013) Chemical constituents from Trichilia connaroides and their nitric oxide production and α-glucosidase inhibitory activities. Planta Med 79:1767–1774CrossRefGoogle Scholar
Xu JB, Lin Y, Dong SH, Wang F, Yue JM (2013) Trichinenlides A-T, mexicanolide-type limonoids from Trichilia sinensis. J Nat Prod 76:1872–1880CrossRefGoogle Scholar
Yang W, Kong LM, Li SF, Li Y, Zhang Y, He HP, Hao XJ (2012a) Five new mexicanolide type limonoids from Heynea trijuga. Nat Prod Bioprospect 2:145–149CrossRefGoogle Scholar
Yang W, Kong LM, Zhang Y, Tang GH, Zhu F, Li SF, Guo LL, Cheng YY, Hao XJ, He HP (2012b) Phragmalin-type limonoids from Heynea trijuga. Planta Med 78:1676–1682CrossRefGoogle Scholar
Zhang Q, Di YT, He HP, Fang X, Chen DL, Yan XH, Zhu F, Yang TQ, Li LL, Hao XJ (2011) Phragmalin-and mexicanolide-type limonoids from the leaves of Trichilia connaroides. J Nat Prod 74:152–157CrossRefGoogle Scholar
Zhang Y, Tang CP, Ke CQ, Li XQ, Xie H, Ye Y (2012) Limonoids from the fruits of Melia toosendan. Phytochemistry 73:106–113CrossRefGoogle Scholar
Zhou H, Hamazaki A, Fontana JD, Takahashi H, Wandscheer CB, Fukuyama Y (2005) Cytotoxic limonoids from Brazilian Melia azedarach. Chem Pharm Bull 53:1362–1365CrossRefGoogle Scholar
Zhu GY, Bai LP, Liu L, Jiang ZH (2014) Limonoids from the fruits of Melia toosendan and their NF-κB modulating activities. Phytochemistry 107:175–181CrossRefGoogle Scholar
1.Laboratory of Biology and Genetic Resources of Tropical Crops, Ministry of Agriculture, Institute of Tropical Bioscience and BiotechnologyChinese Academy of Tropical Agricultural SciencesHaikouPeople’s Republic of China
2.Tropical Crops Genetic Resources InstituteChinese Academy of Tropical Agricultural SciencesDanzhouPeople’s Republic of China