Two new phenols from scutellaria barbata

Molecules

Volumn 16, Issue 2, 2011, Pages 1402-1408

  Wang, Gang ^a   Wang, Fei ^b,c   Liu, Ji Kai ^c  

^a ANHUI UNIVERSITY OF CHINESE MEDICINE   (China)

^b BioBioPha Co Ltd   (China)

^c KUNMING INSTITUTE OF BOTANY   (China)

Author keywords

(S) 2 (4 hydroxyphenyl) 6 methyl 2,3 dihydro 4H pyran 4 one; 2(S) 2',7 dihydroxy 5,8 dimethoxyflavanone; Labiatae; Scutellaria barbata

Indexed keywords

PHENOL DERIVATIVE; PLANT EXTRACT;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; ISOLATION AND PURIFICATION; SCUTELLARIA;

MOLECULAR STRUCTURE; PHENOLS; PLANT EXTRACTS; SCUTELLARIA;

EID: 79952129462     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules16021402     Document Type: Article

References (25)

1. Wang, F.; Ren, F.C.; Li, Y.J.; Liu, J.K. Scutebarbatines W-Z, New neo-Clerodane Diterpenoids from Scutellaria barbata and Structure Revision of a Series of 13-Spiro neo-Clerodane. Chem. Pharm. Bull. 2010, 58, 1267-1270.
2. Tomimori, T.; Miyaichi, Y.; Imoto, Y.; Kizu, H.; Namba, T. Studies on Nepalese Crude Drugs. V. On the Flavonoid Constituents of the Root of Scutellaria discolor. Chem. Pharm. Bull. 1985, 33, 4457-4463. (Pubitemid 16205695)
3. Wang, Z.Q.; Xu, F.M.; Yan, X.Z.; Zhu, Y. Scutebarbatine A, a new neoclerodane-type diterpenoid alkaloid from Scutellaria barbata. Chin. Chem. Lett. 1996, 7, 333-334. (Pubitemid 126498424)
4. Dai, S.J.; Chen, M.; Liu, K.; Jiang, Y.T.; Shen, L. Four New neo-Clerodane Diterpenoid Alkaloids from Scutellaria barbata with Cytotoxic Activities. Chem. Pharm. Bull. 2006, 54, 869-872. (Pubitemid 43824849)
5. Dai, S.J.; Wang, G.F.; Chen, M.; Liu, K.; Shen, L. Five New neo-Clerodane Diterpenoid Alkaloids from Scutellaria barbata with Cytotoxic Activities. Chem. Pharm. Bull. 2007, 55, 1218-1221. (Pubitemid 47344977)
6. Dai, S.J.; Tao, J.Y.; Liu, K.; Jiang, Y. T.; Shen, L. Neo-Clerodane diterpenoids from Scutellaria barbata with cytotoxic activities. Phytochemistry 2006, 67, 1326-1330. (Pubitemid 44080266)
7. Dai, S.J.; Sun, J.Y.; Ren, Y.; Liu, K.; Shen, L. Bioactive ent-Clerodane Diterpenoids from Scutellaria barbata. Planta Med. 2007, 73, 1217-1220. (Pubitemid 47572361)
8. Dai, S.J.; Liang, D.D.; Ren, Y.; Liu, K.; Shen, L. New neo-Clerodane diterpenoids from Scutellaria barbata with cytotoxic activities. Chem. Pharm. Bull. 2008, 56, 207-209. (Pubitemid 351206649)
9. Dai, S.J.; Shen, L.; Ren, Y. Two New neo-Clerodane Diterpenoid Alkaloids from Scutellaria barbata. J. Integr. Plant Biol. 2008, 50, 699-702. (Pubitemid 351837099)
10. Dai, S.J.; Peng, W.B.; Shen, L.; Zhang, D.W.; Ren, Y. Two New neo-Clerodane Diterpenoid Alkaloids from Scutellaria barbata with cytotoxic activities. J. Asian Nat. Prod. Res. 2009, 11, 451-456.
11. Dai, S.J.; Peng, W.B.; Zhang, D.W.; Shen, L.; Wang, W.Y.; Ren, Y. Cytotoxic neo-Clerodane Diterpenoid Alkaloids from Scutellaria barbata. J. Nat. Prod. 2009, 72, 1793-1797.
12. Nguyen, V.H.; Pham, V.C.; Nguyen, T.T.H.; Tran, V.H.; Doan, T.M.H. Novel Antioxidant neo-Clerodane Diterpenoids from Scutellaria barbata. Eur. J. Org. Chem. 2009, 5810-5815.
13. Lee, H.; Kim, Y.J.; Choi, I.; Min, B.S.; Shim, S.H. Two novel neo-Clerodane Diterpenoids from Scutellaria barbata. Bioorg. Med. Chem. Lett. 2010, 20, 288-290.
14. Zhu, F.; Di, Y.T.; Liu, L.L.; Zhang, Q.; Fang, X.; Yang, T.Q.; Hao, X.J.; He, H.P. Cytotoxic Neoclerodane Diterpenoid Alkaloids from Scutellaria barbata. J. Nat. Prod. 2010, 73, 233-236.
15. Dai, S.J.; Qu, G.W.; Yu, Q.Y.; Zhang, D.W.; Li, G.S. New neo-Clerodane Diterpenoids from Scutellaria barbata. Fiterapia 2010, 81, 737-741.
16. Fong, S.; Shoemaker, M.; Cadaoas, J.; Lo, A.; Liao, W.; Tagliaferri, M.; Cohen, I.; Shtivelman, E. Molecular mechanisms underlying selective cytotoxic activity of BZL101, an extract of Scutellaria barbata, towards breast cancer cells. Cancer Biol. Ther. 2008, 7, 577-586. (Pubitemid 351847034)
17. Perez, A.T.; Arun, B.; Tripathy, D.; Tagliaferri, M.; Shaw, H.S.; Kimmick, G.G.; Cohen, I.; Shtivelman, E.; Caygill, K.A.; Grady, D.; Schactman, M.; Shapiro, C.L. A phase 1B dose escalation trial of Scutellaria barbata (BZL101) for patients with metastatic breast cancer. Breast Cancer Res. Treat. 2010, 120, 111-118.
18. Gaffield, W. Circular dichroism, optical rotatory dispersion and absolute configuration of flavanones, 3-hydroxyflavanones and their glycosides: Determination of aglycone chirality in flavanone glycosides. Tetrahedron 1970, 26, 4093-4108.
19. Baker-Glenn, C.; Hodnett, N.; Reiter, M.; Ropp, S.; Ancliff, R.; Gouverneur, V. A Catalytic Asymmetric Bioorganic Route to Enantioenriched Tetrahedro- and Dihydropyranones. J. Am. Chem. Soc. 2005, 127, 1481-1486. (Pubitemid 40204523)
20. Ahmad, R.; Khera, R.A.; Villinger, A.; Langer, P. One-pot synthesis of 6-aryl-2,3-dihydro-4H-pyran-4-ones by cyclocondensation of 1,3-diketone dianions with aldehydes. Tetrahedron Lett. 2009, 50, 3020-3022.
21. Veit, M.; Geiger, H.; Czygan, F.C.; Markham, K.R. Malonylated flavone 5-O-glucosides in the barren sprouts of Equisetum arvense. Phytochemiatsy 1990, 29, 2555-2560.
22. Nagao, T.; Abe, F.; Kinjo, J.; Okabe, H. Antiproliferative Constituents in Plants 10. Flavones from the Leaves of Lantana montevidensis BRIQ. and Consideration of Structure-Activity Relationship. Biol. Pharm. Bull. 2002, 25, 875-879. (Pubitemid 40022116)
23. Wang, H.Y.; Xiao, L.H.; Liu, L.; Xu, T.X. Studies on chemical constituents of the roots of Scutellaria viscidula. J. Shenyang Pharm. Univ. 2003, 20, 339-341.
24. Li, P.; Zhang, G.G.; Zuo, T.T.; Wang, S.C. Chemical constituents of the whole plant of Scutellaria barbata. J. Shenyang Pharm. Univ. 2008, 25, 549-552.
25. Miyaichi, Y.; Imoto, Y.; Tomimori, T.; Lin, C.C. Studies on the Constituents of Scutellaria Species. IX. On the Flavonoid Constituents of the Root of Scutellaria indica. Chem. Pharm. Bull. 1987, 35, 3720-3725.