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Original Articles

Cordifoliosides A and B, two New Phenylpropene Disaccharides from Tinospora cordifolia possessing Immunostimulant Activity

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Pages 7-10 | Published online: 04 Oct 2006

References

  • Indian Patent application Nos. . 558, 559/DEL/93 . 01.06.1993 . These products are covered by
  • Chadha , Y. R. 1976 . The Wealth of India , Vol 10 , 251 New Delhi : Publication and Information Directorate, CSIR .
  • Atta-ur-Rahman , Ali , S. S. , Ahmad , S. and Choudhary , M. I. 1992 . Phytochemistry , 31 : 3155 R. K. Bhat and B. K. Sabata, (1989) Phytochemistry, 28, 2419 and references cited therein
  • Cordifolioside A heptaacetate (1a): 1H NMR (300 MHz, CDCl3): δ 2.00–2.10 (21H, s, 7x OCOMe), 3.59 (1H, m, H-5″), 3.75 (1H, t, J=7.8 Hz, H-3″), 3.82 (6H, s, 2x OMe), 4.04 (1H, dd, J=12.2, 1.2 Hz, H-6b″), 4.04 (1H, d, J=9.8 Hz, H-5b″′), 4.18 (1H, dd, J=12.2, 4.3 Hz, H-6a″), 4.19 (1H, d, J=9.8 Hz, H-5a″′), 4.53 (1H, d, J=13.0 Hz, H-4b″′), 4.64 (1H, d, J=13.0 Hz, H-4a″′), 4.71 (2H, d, J=6.5 Hz, H-1), 4.97 (1H, d, J=7.8 Hz, H-1″), 5.07 (1H, br s, H-1″′), 5.19 (1H, br s, H-2″′), 5.26 (2H, m, H-2″, 4″), 6.21 (1H, dt, J=16.5, 6.5 Hz, H-2), 6.56 (1H, d, J=16.5 Hz, H-3), 6.59 (2H, s, H-2′, 6′); 13C NMR (75 MHz, CDCl3, carbon assignment in parenthesis): δ 20.50 (7x OCOMe), 56.41 (2x OMe), 62.54 (6″), 62.84 (5″′), 64.90(1), 69.08 (4″), 72.01(2″), 72.74 (3″), 72.76 (5″), 76.59 (4″′), 81.88 (2″′), 83.53 (3″′), 101.19 (1″), 104.29 (2′, 6′), 107.53 (1″′), 123.17(2), 132.97 (1′), 133.00 (4′), 134.01(3), 153.00(3′, 5′), 169.72 and 172.00 (7x OCOMe)
  • Mastaka , S. , Eiko , N. and Masaq , K. 1993 . Phytochemistry , 33 : 1215
  • Wagner , H. , Feil , B. , Seligmann , O. , Petricic , J. and Kalogjera , Z. 1986 . Planta Medica , 52 : 102 M. Yonemitsu, N. Fukuda and T. Kimura, (1993) Planta Medica, 59, 552
  • Cordifolioside B heptaacetate (2a): 1H NMR (300 MHz, CDCl3): δ 2.00–2.10 (21H, s, 7× OCOMe), 3.59 (1H, m, H-5″′), 3.78 (1H, d, J=9.8 Hz, H-5b″), 3.83 (6H, s, 2× OMe), 3.87 (1H, d, J=9.8 Hz, H-5a″), 4.17 (1H, dd, J=12.2, 1.2 Hz, H-6b″′), 4.21 (1H, d, J=13.0 Hz, H-4b″), 4.22 (1H, dd, J=12.2, 4.3 Hz, H-6a″′), 4.30 (1H, d, J=13.0 Hz, H-4a″), 4.71 (2H, d, J=6.5 Hz, H-1), 4.87 (1H, s, H-1″), 4.97 (1H, d, J=6.5 Hz, H-1″′), 5.12 (1H, br s, H-2″), 5.27 (3H, m, H-2″′, 3″′, 4″′), 6.21 (1H, dt, J=16.5, 6.5 Hz, H-2), 6.56 (1H, d, J=16.5 Hz, H-3), 6.58 (2H, s, H-2′, 6′); 13C NMR (75 MHz, CDCl3, carbon assignment in parenthesis): δ 20.65 and 20.99 (7× OCOMe), 56.40 (2× OMe), 62.61 (6″′), 64.90(1), 67.02 (5″), 69.08 (4″′), 72.04 (2″′, 3″′), 73.11 (5″′), 74.34 (4″), 78.78 (3″), 81.88 (2″), 101.14 (1″′), 104.20 (2′, 6′), 107.63 (1″), 123.19(2), 132.02 (1′), 133.08 (4′), 134.01(3), 153.19 (3′, 5′), 169.01 and 170.68 (7× OCOMe)
  • Ram , V. J. , Kapil , A. and Guru , P. Y. 1990 . Indian J. Chemistry , 29B : 1129
  • Williams , W. V. , Kyriakos , M. , Sharp , G. C. and Mullen , H. B. 1987 . Cell Immunology , 104 : 296

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