Published November 30, 2020
| Version v1
Journal article
Restricted
Ent-clerodane and ent-trachylobane diterpenoids from Croton dictyophlebodes
Authors/Creators
- 1. ** & Chemistry Department, College of Natural and Applied Sciences, University of Dar es Salaam, P.O.Box 35061, Dar es Salaam, Tanzania
Description
Munissi, Joan J.E., Isyaka, Sani M., Mas-Claret, Eduard, Brabner, Molly, Langat, Moses K., Nyandoro, Stephen S., Mulholland, Dulcie A. (2020): Ent-clerodane and ent-trachylobane diterpenoids from Croton dictyophlebodes. Phytochemistry (112487) 179: 1-8, DOI: 10.1016/j.phytochem.2020.112487, URL: http://dx.doi.org/10.1016/j.phytochem.2020.112487
Files
Linked records
Additional details
Identifiers
- LSID
- urn:lsid:plazi.org:pub:FFA3FA6DFFD6DA1EFFC16F7BFFE1FFF0
Related works
- Cites
- Publication: 10.2305/IUCN.UK.1998.RLTS.T32884A9732021.en (DOI)
- Has part
- Figure: 10.5281/zenodo.8293360 (DOI)
- Figure: 10.5281/zenodo.8293362 (DOI)
- Figure: 10.5281/zenodo.8293364 (DOI)
- Figure: 10.5281/zenodo.8293366 (DOI)
References
- Aldhaher, A., Langat, M., Ndunda, B., Chirchir, D., Midiwo, J.O., Njue, A., Schwikkard, S., Carew, M., Mulholland, D., 2017. Diterpenoids from the roots of Croton dichogamus pax. Phytochemistry 144, 1-8.
- Block, S., St´evigny, C., De Pauw-Gillet, M.-C., de Hoffmann, E., Llabr`es, G., Adjakidj´e, V., Quetin-Leclercq, J., 2002. Ent-trachyloban-3β- ol, a new cytotoxic diterpene from Croton zambesicus. Planta Med. 68, 647-649.
- Campos, A.R., Albuquerque, F.A.A., Rao, V.S.N., Maciel, M.A.M., Pinto, A.C., 2002. Investigations on the antinociceptive activity of crude extracts from Croton cajucara leaves in mice. Fitoterapia 73, 116-120.
- Carpenter, R.C., Sotheeswaran, S., Sultanbawa, M.U.S., Ternai, B., 1980. 13C NMR studies of some lupane and taraxerane triterpenes. Org. Magn. Reson. 14, 462-465.
- Chatelain, C., 2008. African Plant Database (version 3.4.0). Conservatoire et Jardin botaniques de la Ville de Gen`eve and South African National Biodiversity Institute. Pretoria. http://www.ville-ge.ch/musinfo/bd/cjb/africa/. (Accessed 13 February 2019).
- Craveiro, A.A., Andrade, C.H.S., Matos, F.J.A., Alencar, J.W., Dantas, T.N.C., 1980. Fixed and volatile constituents of Croton aff. nepetifolius. J. Nat. Prod. 43, 756-757.
- Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Petersson, G.A., Nakatsuji, H., Li, X., Caricato, M., Marenich, A.V., Bloino, J., Janesko, B.G., Gomperts, R., Mennucci, B., Hratchian, H. P., Ortiz, J.V., Izmaylov, A.F., Sonnenberg, J.L., Williams, Ding, F., Lipparini, F., Egidi, F., Goings, J., Peng, B., Petrone, A., Henderson, T., Ranasinghe, D., Zakrzewski, V.G., Gao, J., Rega, N., Zheng, G., Liang, W., Hada, M., Ehara, M., Toyota, K., Fukuda, R., Hasegawa, J., Ishida, M., Nakajima, T., Honda, Y., Kitao, O., Nakai, H., Vreven, T., Throssell, K., Montgomery Jr., J.A., Peralta, J.E., Ogliaro, F., Bearpark, M.J., Heyd, J.J., Brothers, E.N., Kudin, K.N., Staroverov, V.N., Keith, T.A., Kobayashi, R., Normand, J., Raghavachari, K., Rendell, A.P., Burant, J.C., Iyengar, S. S., Tomasi, J., Cossi, M., Millam, J.M., Klene, M., Adamo, C., Cammi, R., Ochterski, J. W., Martin, R.L., Morokuma, K., Farkas, O., Foresman, J.B., Fox, D.J., 2016. Gaussian 09 Rev. A.02.
- Herlem, D., Khuong-Huu, F., Kende, A.S., 1993. Total synthesis of crotomachlin. Tetrahedron Lett. 34, 5587-5590.
- Isyaka, S.M., Langat, M.K., Mas-Claret, E., Mbala, B.M., Mvingu, B.K., Mulholland, D.A., 2020. Ent-abietane and ent-pimarane diterpenoids from Croton mubango (Euphorbiaceae). Phytochemistry 170.
- Kapingu, M.C., Guillaume, D., Mbwambo, Z.H., Moshi, M.J., Uliso, F.C., Mahunnah, R.L. A., 2000. Diterpenoids from the roots of Croton macrostachys. Phytochemistry 54, 767-770.
- Kiem, P.V., Minh, C.V., Huong, H.T., Lee, J.J., Lee, I.S., Kim, Y.H., 2005. Phenolic constituents with inhibitory activity againts NFAT transcription from Desmos chinensis. Arch. Pharmacal. Res. 28, 12.
- Langat, M.K., Crouch, N.R., Pohjala, L., Tammela, P., Smith, P.J., Mulholland, D.A., 2012. Ent -kauren-19-oic acid derivatives from the stem bark of Croton pseudopulchellus Pax. Phytochem. Lett. 5, 414-418.
- Langat, M.K., Crouch, N.R., Smith, P.J., Mulholland, D.A., 2011. Cembranolides from the leaves of Croton gratissimus. J. Nat. Prod. 74, 2349-2355.
- Lima, S.G. De, Cit´o, A.M.G.L., Lopes, J.A.D., Neto, J.M.M., Chaves, M.H., Silveira, E.R., 2010. Fixed and volatile constituents of genus Croton plants: C. adenocalyx baill - Euphorbiaceae. Rev. Latinoam. quimica 38, 133-144.
- Lovett, J., Clarke, G.P., 1998. Croton Dictyophlebodes. The IUCN Red List of Threatened Species. https://doi.org/10.2305/IUCN.UK.1998.RLTS.T32884A9732021.en. (Accessed 17 July 2020).
- Lovett, J.C., Ruffo, C.K., Gereau, R.E., Taplin, J.R.D., 2007. Field Guide to the Moist Forest Trees of Tanzania. Frontier Publishing, London.
- Maroyi, A., 2017. Ethnopharmacological uses, phytochemistry, and pharmacological properties of Croton macrostachyus Hochst. Ex Delile: a comprehensive review. Evidence-Based Complement. Alternative Med. 1-17, 2017.
- Mazzanti, G., Bolle, P., Martinoli, L., Piccinelli, D., Grgurina, I., Animati, F., Mugn`e, Y., 1987. Croton macrostachys, a plant used in traditional medicine: purgative and inflammatory activity. J. Ethnopharmacol. 19, 213-219.
- McChesney, J.D., Silveira, E.R., 1989. 12-Hydroxyhardwickic acid and sonderianial, neo - clerodanes from Croton sonderianus. Phytochemistry 28, 3411-3414.
- Mulholland, D.A., Langat, M.K., Crouch, N.R., Coley, H.M., Mutambi, E.M., Nuzillard, J.- M., 2010. Cembranolides from the stem bark of the southern African medicinal plant, Croton gratissimus (Euphorbiaceae). Phytochemistry 71, 1381-1386.
- Nardi, G.M., Felippi, R., DalBo ´, S., Siqueira-Junior, J.M., Arruda, D.C., Delle Monache, F., Timbola, A.K., Pizzolatti, M.G., Ckless, K., Ribeiro-do-Valle, R.M., 2003. Antiinflammatory and antioxidant effects of Croton celtidifolius bark. Phytomedicine 10, 176-184.
- National Cancer Institute, 2019. NCI-60 Screening Methodology | NCI-60 Human Tumor Cell Lines Screen | Discovery & Amp. Development Services | Developmental Therapeutics Program (DTP).
- Ndunda, B., Langat, M., Mulholland, D., Eastman, H., Jacob, M., Khan, S., Walker, L., Muhammad, I., Kerubo, L., Midiwo, J., 2016. New ent -clerodane and abietane diterpenoids from the roots of Kenyan Croton megalocarpoides Friis & M. G. Gilbert. Planta Med. 82, 1079-1086.
- Pescitelli, G., Bruhn, T., 2016. Good computational practice in the assignment of absolute configurations by TDDFT calculations of ECD spectra. Chirality 28, 466-474.
- Pieters, L., de Bruyne, T., Claeys, M., Vlietinck, A., Calomme, M., vanden Berghe, D., 1993. Isolation of a dihydrobenzofuran lignan from South American dragon' s blood (Croton spp.) as an inhibitor of cell proliferation. J. Nat. Prod. 56, 899-906.
- Santos, F.A., 2007. Dragon' s blood from Croton urucurana (Baill.) attenuates visceral nociception in mice. J. Ethnopharmacol. 113, 357-360.
- Salatino, A., Salatino, M.L.F., Negri, G., 2007. Traditional uses, chemistry and pharmacology of Croton species (Euphorbiaceae). J. Braz. Chem. Soc. 18, 11-33.
- Schmelzer, G.H., Gurib-Fakim, A., 2008. Plant Resources of Tropical Africa 11 (1. In: Medicinal Plants, vol. 1. Backhuys, Netherlands.
- Shoemaker, R.H., 2006. The NCI60 human tumour cell line anticancer drug screen. In: Nature Reviews Cancer, pp. 813-823.
- Silverstein, R.M., Webster, F.X., 1997. Spectrometric Identification of Organic Compounds, sixth ed. John Wiley & Sons, New York.
- Tane, P., Tatsimo, S., Connolly, J.D., 2004. Crotomacrine, a new clerodane diterpene from the fruits of Croton macrostachyus. Tetrahedron Lett. 45, 6997-6998.
- Tene, M., Ndontsa, B., Tane, P., De Dieu Tamokou, J., Kuiate, J.-R., 2009. Antimicrobial diterpenoids and triterpenoids from the stem bark of Croton macrostachys. Int. J. Biol. Chem. Sci. 3.
- Thuong, P.T., Pham, T.H.M., Le, T.V.T., Dao, T.T., Dang, T.T., Nguyen, Q.T., Oh, W.K., 2012. Symmetric dimers of ent -kaurane diterpenoids with cytotoxic activity from Croton tonkinensis. Bioorg. Med. Chem. Lett 22, 1122-1124.
- Uchoa ˆ, P.K.S., Silva Jr., J.N. da, Silveira, E.R., Lima, M.A.S., Braz-Filho, R., Costa- Lotufo, L.V., Araujo, A.J., Moraes, M.O. de, Pessoa, C. do O ´., 2013. Trachylobane and kaurane diterpenes from Croton floribundus spreng. Quim. Nova 36, 778-782.
- Vieira, H.S., Takahashi, J.A., Oliveira, A.B. de, Chiari, E., Boaventura, M.A.D., 2002. Novel derivatives of kaurenoic acid. J. Braz. Chem. Soc. 13, 151-157.