A new ent-labdane diterpene glycoside from the leaves of Casearia sylvestris

Natural Product Communications

Volumn 5, Issue 5, 2010, Pages 771-774

  Wang, Wei ^a   Ali, Zulfiqar ^a   Li, Xing Cong ^a   Khan, Ikhlas A ^a,b  

^a UNIVERSITY OF MISSISSIPPI   (United States)

^b UNIVERSITY OF MISSISSIPPI   (United States)

Author keywords

Casearia sylvestris; Ch de Bugre; ent labdane diterpenoid; Flacourtiaceae; Sylvestin; Tricalysioside U

Indexed keywords

PLANT EXTRACT; SYLVESTIN; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CASEARIA SYLVESTRIS; CHEMICAL STRUCTURE; ELECTROSPRAY MASS SPECTROMETRY; MEDICINAL PLANT; PROTON NUCLEAR MAGNETIC RESONANCE;

CASEARIA SYLVESTRIS; FLACOURTIACEAE;

EID: 77954129873     PISSN: 1934578X     EISSN: 15559475     Source Type: Journal    
DOI: 10.1177/1934578x1000500518     Document Type: Article

References (27)

1. (a) Lorenzi H, Matos FJA. (2002) Plantas medicinais no Brasil:nativas e exóticas. São Paulo, Instituto Plantarum, 220-221;
2. (b) Tobias ML, Oliveira F, de Oliveira KP, Marques, LC. (2007) Quality control of vegetable drugs of the manipulation drugstores of Maringa (Parana Brazil). Revista Eletronica de Farmacia, 4, 95-103;
3. th ed. Rio de Janeiro, Bertrand, 599-600;
4. (d) Oshima-Franco Y, Alves CMV, Andréo Filho N, Gerenutti M, Cintra ACO, Leite GB, Rodrigues-Simioni L, Silva MG. (2005) Neutralization of the neuromuscular activity of bothropstoxin-1, a myotoxin from Bothrops jararacussu snake venom, by a hydroalcoholic extract of Caseria sylvestris SW (Guaçatonga). Journal of Venomous Animals and Toxins, 11, 465-478;
5. (e) Borges MH, Soares AM, Rodrigues VM, Oliveira F, Franscheschi AM, Rucavado A, Gigliob JR, Homsi- Brandeburgo MI. (2001) Neutralization of protease from Bothrops snake venoms by the aqueous extract from Casearia sylvestris (Flacourtiaceae). Toxicon, 39, 1863-1869;
6. (f) Ruppett BM, Pereira EF, Gonçalves LC, Pereira NA. (1991) Pharmacological screening of plants recommended by folk medicine as anti-snake venom - I. Analgesic and anti-inflammatory activities. Memórias do Instituto Oswaldo Cruz, 87, 203-205;
7. (g) Sertié JAA, Carvalho JCT, Panizza S. (2000) Antiulcer activity of crude extract from the leaves of Casearia sylvestris. Pharmaceutical Biology, 38, 112-119;
8. (h) Fabrício GS, Naira FZS, Caroline EM, Neusa FM, Rosiane BND. (2007) Clastogenic and anticlastogenic effect of the essential oil from Casearia sylvestris Swart. Journal of Essential Oil Research, 19, 367-369.
9. (a) Itokawa H, Totsuka N, Takeya K, Watanabe K, Obala E. (1988) Antitumor principles from Casearia sylvestris Sw. (Flacourtiaceae), structure elucidation of new clerodane diterpenes by 2-D NMR spectroscopy. Chemical & Pharmaceutical Bulletin, 36, 1585-1588;
10. (b) Itokawa H, Totsuka N, Morita H, Takeya K, Iitaka Y, Schenkel EP, Motidome M. (1990) New antitumor principles, casearins A-F, from Casearia sylvestris Sw. (Flacourtiaceae). Chemical & Pharmaceutical Bulletin, 38, 3384-3388;
11. (c) Morita H, Nakayama M, Kojima H, Takeya K, Itokawa H, Schenkel EP, Motidome M. (1991) Structures and cytotoxic activity relationship of casearins, new clerodane diterpenes from Casearia sylvestris Sw. Chemical & Pharmaceutical Bulletin, 39, 693-697;
12. (d) de Carvalho PRF, Furlan M, Young MCM, Kingston DGI, da S. Bolzani V. (1998) Acetylated DNA-damaging clerodane diterpene from Casearia sylvestris. Phytochemistry, 48,1659-1662;
13. (e) Oberlies NH, Burgess JP, Navarro HA, Pinos RE, Fairchild CR, Peterson RW, Soejarto DD, Farnsworth NR, Kinghorn AD, Wani MC, Wall ME. (2002) Novel bioactive clerodane diterpenoids from the leaves and twigs of Casearia sylvestris. Journal of Natural Products, 65, 95-99;
14. (f) Espindola LS, Júnior JRV, de Mesquita ML, Marquié P, de Paula JE, Mambu L, Santana, JM. (2004) Trypanocidal activity of a new diterpene from Casearia sylvestris var. lingua. Planta Medica, 70, 1093-1095;
15. (g) dos Santos AG, Perez CC, Tininis AG, da S. Bolzani V, Cavalheiro AJ. (2007) Clerodane diterpenes from leaves of Casearia sylvestris Swartz. Química Nova, 30, 1100-1103;
16. (h) Wang W, Ali Z, Li XC, Smillie TA, Guo D, Khan IA. (2009) New clerodane diterpenoids from Casearia sylvestris. Fitoterapia, 80, 404-407;
17. (i) Wang W, Zhao J, Wang Y, Smillie TA, Li XC, Khan IA. (2009) Diterpenoids from the Casearia sylvestris. Planta Medica, 75, 1436-1441;
18. (j) Wang W, Ali Z, Li XC, Khan IA. (2009) Clerodane and ent-kaurane diterpene glycosides from the leaves of Casearia sylvestris. Helvetica Chimica Acta, 92, 1829-1839;
19. (k) Wang W, Li XC, Ali Z, Khan IA. (2009) Two new C13 nor-isoprenoids from the leaves of Casearia sylvestris. Chemical & Pharmaceutical Bulletin, 57, 636-638.
20. (a) Otsuka H, Shitamoto J, He D, Matsunami K, Shinzato T, Aramoto M, Takeda Y, Kanchanapoom T. (2007) Tricalysiosides P-U: ent-kaurane glucosides and a labdane glucoside from leaves of Tricalysia dubia Ohwi. Chemical & Pharmaceutical Bulletin, 55, 1600-1605;
21. (b) Zhou KL, Chen LX, Zhuang YL, Wang NL, Yao XS, Qiu F. (2008) Two new ent-labdane diterpenoid glycosides from the aerial parts of Andrographis paniculata. Journal of Asian Natural Products Research, 10, 939-943;
22. 13C NMR spectral analysis of eperuane diterpenes. Phytochemistry, 16, 1842-1844;
23. (d) Zdero C, Bohlmann F, Niemeyer HM. (1990) Seco-labdanes and other constituents from Ophryosporus floribundus. Phytochemistry, 29, 3247-3253.
24. (e) Ojika M, Kigoshi H, Yoshikawa K, Nakayama K. (1992) A new diterpene, epi-aplysin 20, and ent-isoconcinndiol from the marine mollusck Aplysia kurodai, Bulletin of theChemical Society of Japan, 65, 2300-2302.
25. (a) Forster PG, Ghisalberti EL, Jefferies PR. (1985) Labdane diterpenes from an Acacia species. Phytochemistry, 24, 2991-2993;
26. (b) van Wyk AWW, Davies-Coleman MT. (2007) Semisynthesis of labdane diterpene metabolites from the nudibrach Pleurobranchaea meckelii. Tetrahedron, 63, 12179-12184.
27. (c) Ciavatta ML, Villani G, Trivellone E, Cimino G. (1995) Two new labdane aldehydes from the skin of the notaspidean Pleurobranchaea meckelii. Tetrahedron letters, 47, 8673-8676.