The first phytochemical investigation of Casearia graveolens twigs led to the isolation and identification of a new clerodane diterpene, caseariagraveolin (1), together with six known compounds (2–7). Their structures were elucidated by intensive analysis of their spectroscopic data. Compound 1 showed strong cytotoxicity against oral cavity and breast cancer cell lines with IC50 values of 2.48 and 6.63 μM, respectively.
ItokawaH, TotsukaN, TakeyaK, WatanabeK, ObataE. (1988) Antitumor principles from Casearia sylvestris Sw. (Flacourtiaceae), structure elucidation of new clerodane diterpenes by 2-D NMR spectroscopy. Chemical and Pharmaceutical Bulletin, 36, 1585–1588;
2.
MosaddikA, ForsterPI, BoothR, WatermanPG. (2006) New clerodane and halimane diterpenes from the leaves and woody stems of Casearia grayi(Flacourtiaceae/Salicaceae). Natural Product Communications, 1, 441–448;
3.
MosaddikA, WatermanPG. (2006) A sesquiterpene, clerodane diterpenes and a furanone from the roots of Casearia multinervosa (Flacourtiaceae/Salicaceae). Natural Product Communications, 1, 601–607.
4.
PrakashCVS, HochJM, KingstonDGI. (2002) Structure and stereochemistry of new cytotoxic clerodane diterpenoids from the bark of Casearia lucida from the Madagascar rainforest. Journal of Natural Products, 65, 100–107.
5.
ShenYC, WangCH, ChengYB, WangLT, GuhJH, ChienCT, KhalilAT. (2004) New cytotoxic clerodane diterpenoids from the leaves and twigs of Casearia membranacea. Journal of Natural Products, 67, 316–321.
MoritaH, NakayamaM, KojimaH, TakeyaK, ItokawaH, SchenkelEP, MotidomeM. (1991) Structures and cytotoxic activity relationship of casearins, new clerodane diterpenes from Casearia sylvestris Sw. Chemical and Pharmaceutical Bulletin, 39, 693–697.
8.
ChangKC, DuhCY, ChenIS, TsaiIL. (2003) A cytotoxic butenolide, two new dolabellane diterpenoids, a chroman and a benzoquinol derivative formosan Casearia membranacea. Planta Medica, 69, 667–672.
9.
ShenYC, WangLT, WangCH, KhalilAT, GuhJH. (2004) Two new cytotoxic clerodane diterpenoids from Casearia membranacea. Chemical and Pharmaceutical Bulletin, 52, 108–110.
10.
WangW, AliZ, LiXC, SmillieTA, GuoDA, KhanIA. (2009) New clerodane diterpenoids from Casearia sylvestris. Fitoterapia, 80, 404–407.
11.
WilliamsRB, NorrisA, MillerJS, BirkinshawC, RatovosonF, AndriantsiferanaR, RasamisonVE, KingstonDG. (2007) Cytotoxic clerodane diterpenoids and their hydrolysis products from Casearia nigrescens from the rainforest of Madagascar. Journal of Natural Products, 70, 206–209.
KanokmedhakulS, KanokmedhakulK, KanarsaT, BuayairaksaM. (2005) New bioactive clerodane diterpenoids from the bark of Casearia grewiifolia. Journal of Natural Products, 68, 183–188.
17.
OberliesNH, BurgessJP, NavarroHA, PinosRE, FairchildCR, PetersonRW, SoejartoDD, FarnsworthNR, KinghornAD, WaniMC, WallME. (2002) Novel bioactive clerodane diterpenoids from the leaves and twigs of Casearia sylvestris. Journal of Natural Products, 65, 95–99.
18.
HunterMS, CorleyDG, CarronCP, RowoldE, KilpatrickBF, DurleyRC. (1997) Four new clerodane diterpenes from the leaves of Casearia guianensis which inhibit the interaction of leukocyte function antigen 1 with intercellular adhesion molecule 1. Journal of Natural Products, 60, 894–899.
19.
ItokawaH, TotsukaN, MoritaH, TakeyaK, IitakaY, SchenkelEP, MotidomeM. (1990) New antitumor principles, casearins A-F, for Casearia sylvestris Sw. (Flacoutiaceae). Chemical and Pharmaceutical Bulletin, 38, 3384–3388.
20.
MosaddikMA, ForsterPI, BoothR., WatermanPG. (2007) Clerodane diterpenes from the stems of Casearia grewiifolia var. gelonioides (Flacourtiaceae/Salicaceae sensu lato). Biochemical Systematics and Ecology, 35, 631–633.
21.
RuppeltBM, PereiraEF, GoncalvesLC, PereiraNA. (1991) Pharmacological screening of plants recommended by folk medicine as anti-snake venom–I. Analgesic and anti-inflammatory activities. Memórias do Instituto Oswaldo Cruz, 86, 203–205.
22.
WhitsonEL, ThomasCL, HenrichCJ, SayersTJ, SayersJB, McKeeTC. (2010) Clerodane diterpenes from Casearia arguta that act as synergistic TRAIL sensitizers. Journal of Natural Products, 73, 2013–2018.
23.
GibbonsS, GrayAI, WatermanPG. (1996) Clerodane diterpenes from the bark of Casearia tremula. Phytochemistry, 44, 565–570.
24.
BrienJ, WilsonI, OrtonT, PognanF. (2000) Investigation of the alamar blue (resazurin) fluorescent dye for the assessment of mammalian cell cytotoxicity. European Journal of Biochemistry, 267, 5421–5426.