Enterolosaponins A and B, novel triterpene bisdesmosides from Enterolobium contortisiliquum, and evaluation for their macrophage-oriented cytotoxic activity

Bioorganic and Medicinal Chemistry Letters

Volumn 13, Issue 4, 2003, Pages 623-627

  Mimaki, Yoshihiro ^a   Harada, Hiroshi ^a   Sakuma, Chiseko ^a   Haraguchi, Mitsue ^b   Yui, Satoru ^c   Kudo, Tomoya ^c   Yamazaki, Masatoshi ^c   Sashida, Yutaka ^a  

^a TOKYO UNIVERSITY OF PHARMACY AND LIFE SCIENCES   (Japan)

^b INSTITUTO BIOLÓGICO   (Brazil)

^c TEIKYO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ENTEROLOSAPONIN A; ENTEROLOSAPONIN B; TRITERPENE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CELL DEATH; CELL STRUCTURE; CELL VACUOLE; CONTROLLED STUDY; CYTOSOL; CYTOTOXICITY; DRUG ACTIVITY; DRUG HYDROLYSIS; DRUG ISOLATION; DRUG MECHANISM; DRUG SCREENING; DRUG SELECTIVITY; DRUG STRUCTURE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MACROPHAGE; MOUSE; NONHUMAN; PROTON NUCLEAR MAGNETIC RESONANCE; STRUCTURE ACTIVITY RELATION;

ENTEROLOBIUM CONTORTISILIQUUM;

EID: 0037293794     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(02)01044-2     Document Type: Article

References (13)

1. Yui S., Ubukata K., Hodono K., Kitahara M., Mimaki Y., Kuroda M., Sashida Y., Yamazaki M. Int. Immunopharmacol. 1:2001;1989.
2. Kuroda M., Mimaki Y., Sashida Y., Kitahara M., Yamazaki M., Yui S. Bioorg. Med. Chem. Lett. 11:2001;371.
3. Hashimoto, G.; Nishimoto, Y. In Illustrated Cyclopedia of Brazilian Medicinal Plants; Aboc-sha Press: Kamakura, 1996; p 676.
4. Morgan C., Pollard J.W., Stanley E.R. J. Cell. Physiol. 130:1987;420.
5. Stanley E.R. Methods Enzymol. 116:1985;565.
6. Mosmann T. J. Immunol. Meth. 65:1983;55.
7. The pericarps of Enterolobium contortisiliquum were collected in the fields of Igarapava City, São Paulo State, Brazil in September of 1998. The plant was identified by one of the authors (M. H.) and the plant specimen has been deposited in Animal Health Center, Biologic Institute, São Paulo State, Brazil (voucher No. 0202-EC).
8. 5N) δ 38.9 (C-1), 26.6 (C-2), 89.1 (C-3), 39.4 (C-4), 55.9 (C-5), 18.8 (C-6), 33.5 (C-7), 40.0 (C-8), 48.1 (C-9), 37.1 (C-10), 23.9 (C-11), 123.3 (C-12), 142.8 (C-13), 42.4 (C-14), 28.7 (C-15), 24.8 (C-16), 48.7 (C-17), 41.4 (C-18), 46.6 (C-19), 35.4 (C-20), 75.6 (C-21), 36.5 (C-22), 28.1 (C-23), 17.1 (C-24), 15.7 (C-25), 17.4 (C-26), 25.8 (C-27), 174.9 (C-28), 28.8 (C-29), 18.5 (C-30).
9. Delgado M.C.C., Silva M.S., Fo R.B. Phytochemistry. 23:1984;2289.
10. Agrawal P.K. Phytochemistry. 31:1992;3307.
11. 13C NMR shift of C-1 of the Araf moiety at δ 111.0 was consistent with the α-anomeric orientation.
12. 13C NMR resonances for the aglycon moiety of 2 were in good agreement with those of 1.
13. Ahmad V.U., Basha A. Spectroscopic Data of Saponins, Vols. 1-3. 2000;CRC, New York.