A stilbene and two flavonoid derivatives, macapruinosins A-C (1-3), together with two known flavonoids, papyriflavonol A and nymphaeol C, have been isolated from the acetone extract of the leaves of Macaranga pruinosa. The structures of these compounds were identified based on spectral data analysis. Compounds 1 and 2 are the first examples of natural compounds containing an irregular sesquiterpenyl side chain with a cyclobutane skeleton.
YoderBJ, CaoS, NorrisA, MillerJS, RatovosonF, RazafitsalamaJ, AndriantsiferanaR, RasamisonVE, KingstonDGI. (2007) Antiproliferative prenylated stilbenes and flavonoids from Macaranga alnifolia from the Madagascar rainforest. Journal of Natural Products, 70, 342–346.
2.
SyahYM, HakimEH, AchmadSA, HanafiM, GhisalbertiEL. (2009) Isoprenylated flavanones and dihydrochalcones from Macaranga trichocarpa. Natural Product Communications, 4, 63–67.
3.
BelofskyG, FrenchAN, WallaceDR, DodsonSL. (2004) New geranyl stilbenes from Dalea purpurea with in vitro opioid receptor affinity. Journal of Natural Products, 67, 26–30.
4.
BrunoM, SavonaG, LamartinaL, LentiniF. (1985) New flavonoids from Bonannia graeca (L.) Halacsy. Heterocycles, 23, 1147–1153.
5.
RavelonjatoB, KuneschN, PoissonJE. (1987) Neoflavonoids from the stem bark of Calophyllum verticillatum. Phytochemistry, 26, 2973–2976.
6.
CottigliaF, DhanapalB, SticherO, HeilmannJ. (2004) New chromanone acids with antibacterial activity from Calophyllum brasiliense. Journal of Natural Products, 67, 537–541.
7.
Bierl-LeonhardtBA, MorenoDS, SchwartzM, FargerlundJ, PlimmerJR. (1981) Isolation, identification and synthesis of the sex pheromone of the citrus melybug, Planococus citri (Risso). Tetrahedron Letters, 22, 389–392.
8.
SonKH, KeonSJ, ChangHW, KimHP, KangSS. (2001) Papyriflavonol A, a new prenylated flavonol from Broussonetia papyrifera. Fitoterapia, 72, 456–458.
9.
YakushijinK, ShibayamaK, MurataH, FurukawaH. (1980) New prenylflavanones from Hernandia nymphaefolia (Presl) Kubitzki. Heterocycles, 14, 397–402.
