Six secondary metabolites, including two novel iridoids, longifolides A (1) and B (2), were isolated by various chromatographic methods from a methanol extract of branches and leaves of Morinda longifolia Craib. The structures of the compounds were determined on the basis of NMR spectroscopic (1H and 13C NMR, HSQC, HMBC, 1H-1H COSY, NOESY) and FTICR-MS data, as well as by comparison of them with literature values.
DindaB., DebnathS., HarigayaY. (2007) Naturally occurring iridoids. A review, part 1. Chemical & Pharmaceutical Bulletin, 55, 159–222.
2.
(a) AnhT.T.P., BanN.T., BienL.K., BinhN.Q., DungH.T., DuN.V., DaiT.D., DaoN.K., DoN.T., HienN.H., HiepN.T., HopV.V., HuyenD.D., KhanhT.C., KhoiN.D., KhoiN.K., KienT.K., LocP.K., LyT.D., NinhT.N., PhuongV.X., TamH.M., ThinN.N., XuyenD.T., ArnautovN.N., AveryanovL.V., BudantsevA.L., DorofeevV.I., MikhailovaM., SerovV.P., SkvortsovaN.T. (2003) Checklist of Plant Species of Vietnam.Agriculture Publishing House, Hanoi, Vietnam, Vol. III, 123–125; (b) Bich DH, Chung DQ, Chuong BX, Dong NT, Dam DT, Hien PV, Lo VN, Mai PD, Man PK, Nhu DT, Tap N, Toan T. (2004) The Medicinal Plants and Animals in Vietnam. Science and Technology Publishing House, Hanoi, Vietnam, Vol. II, 443–445.
3.
(a) BanN.K., GiangV.H., LinhT.M., LienL.Q., NgocN.T., ThaoD.T., NamN.H., CuongN.X., KiemP.V., Van MinhC.V. (2013) Two new 11-noriridoids from the aerial parts of Morinda umbellata. Phytochemistry Letters, 6, 267–269; (b) Giang VH, Ban NK, Nhiem NX, Kiem PV, Minh CV, Anh HLT, Yen PH, Tai BH, Cuong NX, Nam NH, Kim SH, Kwon YI, Kim YH. (2013) Chemical constituents of the Morinda tomentosa leaves and their α-glucosidase inhibitory activity. Bulletin of the Korean Chemical Society, 34, 1555–1558.
(a) AbeF., OkabeH., YamauchiT. (1977) Studies on Cerbera. II. Cerbinal and its derivatives, yellow pigments in the bark of Cerbera manghas L. Chemical & Pharmaceutical Bulletin, 25, 3422–3424; (b) Ohashi H, Tsurushima T, Ueno T, Fukami H. (1986) Cerbinal, a pseudoazulene iridoid, as a potent antifungal compound isolated from Gardenia jasminoides Ellis. Agricultural and Biological Chemistry, 50, 2655–2657.
6.
SeebacherW., SimicN., WeisR., SafR., KunertO. (2003) Complete assignments of 1H and 13C NMR resonances of oleanolic acid, 18α-oleanolic acid, ursolic acid and their 11-oxo derivatives. Magnetic Resonance in Chemistry, 41, 636–638.
7.
YueJ-M, ChenS-N, LinZ-W, SunH-D. (2001) Sterols from the fungus Lactarium volemus. Phytochemistry, 56, 801–806.
8.
SamoylenkoV., ZhaoJ., DunbarD.C., KhanI.A., RushingJ.W., MuhammadI. (2006) New constituents from Noni (Morinda citrifolia) fruit juice. Journal of Agricultural and Food Chemistry, 54, 6398–6402.
9.
(a) DindaB., ChowdhuryD.R., MohantaB.C. (2009) Naturally occurring iridoids, secoiridoids and their bioactivity. An updated review, part 3. Chemical & Pharmaceutical Bulletin, 57, 765–796; (b) Dinda B, Debnath S, Banik R. (2011) Naturally occurring iridoids and secoiridoids. An updated review, part 4. Chemical & Pharmaceutical Bulletin, 59, 803–833.
10.
SekiT., NakajoT., OnakaM. (2006) The Tishchenko reaction: A classic and practical tool for ester synthesis. Chemistry Letters, 35, 824–829.
11.
SuB.N., PawlusA.D., JungH.A., KellerW.J., McLaughlinJ.L., KinghornA.D. (2005) Chemical constituents of the fruits of Morinda citrifolia (Noni) and their antioxidant activity. Journal of Natural Products, 68, 592–595.
