Cyclic Triterpenoid Saponins from Campanula lactiflora

Two cyclic natural compounds, 3b-O-[a-L-rhamnopyranosyl- (1 \to 2)-b-D-glucopyranosyl]-13a,14a-epoxy-8a,12b, 15-trihydroxy-(17E,21E)-17,21-campanuldien-6'(30)-olide, called lactifloroside A, 1, and 3b-O-[b-D-glucopyranosyl-(1 \to 2)-b-D-glucopyranosyl]- 13a,14a-epoxy-8a,12b-dihydroxy-(17E,21E)-17,21-campanuldien- 6'(30)-olide, called lactifloroside B, 2, were isolated for the first time from Campanula lactiflora and their structures deduced by high field 1D and 2D 400 MHz NMR, FT-IR, HPLC, GC-MS, (+/-) LC-MS/MS and (+) FAB-MS spectra. The aglycones of the 2 saponins were named 13a,14a-epoxy-3b,8a,12b,15-tetrahydroxy-(17E,21E)- 17,21-campanuldien-30-oic acid and 13a,14a-epoxy-3b,8a, 12b-trihydroxy-(17E,21E)-17,21-campanuldien-30-oic acid, and designated as campanuloic acid and 15-deoxycampanuloic acid, respectively.

Cyclic Triterpenoid Saponins from Campanula lactiflora

Two cyclic natural compounds, 3b-O-[a-L-rhamnopyranosyl- (1 \to 2)-b-D-glucopyranosyl]-13a,14a-epoxy-8a,12b, 15-trihydroxy-(17E,21E)-17,21-campanuldien-6'(30)-olide, called lactifloroside A, 1, and 3b-O-[b-D-glucopyranosyl-(1 \to 2)-b-D-glucopyranosyl]- 13a,14a-epoxy-8a,12b-dihydroxy-(17E,21E)-17,21-campanuldien- 6'(30)-olide, called lactifloroside B, 2, were isolated for the first time from Campanula lactiflora and their structures deduced by high field 1D and 2D 400 MHz NMR, FT-IR, HPLC, GC-MS, (+/-) LC-MS/MS and (+) FAB-MS spectra. The aglycones of the 2 saponins were named 13a,14a-epoxy-3b,8a,12b,15-tetrahydroxy-(17E,21E)- 17,21-campanuldien-30-oic acid and 13a,14a-epoxy-3b,8a, 12b-trihydroxy-(17E,21E)-17,21-campanuldien-30-oic acid, and designated as campanuloic acid and 15-deoxycampanuloic acid, respectively.

Kaynakça

J. Damboldt, Campanula L. In: P.H. Davis, “Flora of Turkey and the East Aegean Islands”, Vol 6, University Press, Edinburgh. p. 2-65, 1977.

S.F. Dzhumyrko, E.T. Oganesyan and A.L. Shinkarenko, Khim. Prir. Soedin 5, 440-441 (1969).

S.F. Dzhumyrko, Khim. Prir. Soedin 2, 273-274 (1973).

N. Yaylı, N. Yıldırım, A. Usta, S. ¨Ozkurt and V. Akg¨un, Turk. J. Chem. 27, 749-755 (2003).

N. Yaylı, N. Yıldırım, N. Do˘gan, A. Usta and L. Altun, J. Asian Nat. Prod. Res. 7, 771-775 (2005).

F.H. Kong, D.Y. Zhu, R.S. Xu, Z.C. Fu and L.Y. Zhou, Tetrahedron Letters 27, 5765-5768 (1986).

R. Kasai, M. Miyakoshi, R.L. Nie, J. Zhou, K. Matsumoto, T. Morita, M. Nishi, K. Miyahara and O. Tanaka, Phytochemistry 27, 1439-1446 (1988).

A.F. Barrero and J. Altarejos, Mag. Reson. Chem. 31, 299-308 (1993).

S.B. Mahato and S. Sen, Phytochemistry 44, 1185-1236 (1997).

S.B. Mahato, S.K. Sarkar and G. Poddar, Phytochemistry 27, 3037-3067 (1988).

S.B. Mahato, A.K. Nandy and G. Roy, Phytochemistry 31, 2199-2249 (1992).

S.B. Mahato and A.P. Kundu, Phytochemistry 37, 1517-1575 (1994).

T. Baykal, T. Panayır, D. Ta¸sdemir, O. Sticher and ˙I. C¸ alı¸s, Phytochemistry 48, 867-873 (1998).

M. Konishi, Y. Hano, M. Takayama, T. Nomura, A.S. Hamzah, R.B. Ahmad and H. Jasmani, Phytochemistry , 525-528 (1998).

S.S. Yu, Z.Y. Xiao, P. Cai, T.Y. Jiang and J.K. Snyder, Tetrahedron 50, 11601-11612 (1994).

N.P. Sahu, Phytochemistry 41, 883-886 (1996).

Z. Jia, K. Koike, M. Kudo, H. Li and T. Nikaido, Phytochemistry 48, 529-536 (1998).

P.K. Agrawal, Phytochemistry 31, 3307-3330 (1992).

Kaynak Göster

Bibtex @ { tbtkchem142574, journal = {Turkish Journal of Chemistry}, issn = {1300-0527}, eissn = {1303-6130}, address = {}, publisher = {TÜBİTAK}, year = {2006}, volume = {30}, pages = {21 - 28}, doi = {}, title = {Cyclic Triterpenoid Saponins from Campanula lactiflora}, key = {cite}, author = {Yaylı, Nurettin and Usta, Asu and Yaşar, Ahmet and Üçüncü, Osman} }
APA Yaylı, N , Usta, A , Yaşar, A , Üçüncü, O . (2006). Cyclic Triterpenoid Saponins from Campanula lactiflora . Turkish Journal of Chemistry , 30 (1) , 21-28 .
MLA Yaylı, N , Usta, A , Yaşar, A , Üçüncü, O . "Cyclic Triterpenoid Saponins from Campanula lactiflora" . Turkish Journal of Chemistry 30 (2006 ): 21-28 <
Chicago Yaylı, N , Usta, A , Yaşar, A , Üçüncü, O . "Cyclic Triterpenoid Saponins from Campanula lactiflora". Turkish Journal of Chemistry 30 (2006 ): 21-28
RIS TY - JOUR T1 - Cyclic Triterpenoid Saponins from Campanula lactiflora AU - Nurettin Yaylı , Asu Usta , Ahmet Yaşar , Osman Üçüncü Y1 - 2006 PY - 2006 N1 - DO - T2 - Turkish Journal of Chemistry JF - Journal JO - JOR SP - 21 EP - 28 VL - 30 IS - 1 SN - 1300-0527-1303-6130 M3 - UR - Y2 - 2021 ER -
EndNote %0 Turkish Journal of Chemistry Cyclic Triterpenoid Saponins from Campanula lactiflora %A Nurettin Yaylı , Asu Usta , Ahmet Yaşar , Osman Üçüncü %T Cyclic Triterpenoid Saponins from Campanula lactiflora %D 2006 %J Turkish Journal of Chemistry %P 1300-0527-1303-6130 %V 30 %N 1 %R %U
ISNAD Yaylı, Nurettin , Usta, Asu , Yaşar, Ahmet , Üçüncü, Osman . "Cyclic Triterpenoid Saponins from Campanula lactiflora". Turkish Journal of Chemistry 30 / 1 (Ocak 2006): 21-28 .
AMA Yaylı N , Usta A , Yaşar A , Üçüncü O . Cyclic Triterpenoid Saponins from Campanula lactiflora. Turk J Chem. 2006; 30(1): 21-28.
Vancouver Yaylı N , Usta A , Yaşar A , Üçüncü O . Cyclic Triterpenoid Saponins from Campanula lactiflora. Turkish Journal of Chemistry. 2006; 30(1): 21-28.
IEEE N. Yaylı , A. Usta , A. Yaşar ve O. Üçüncü , "Cyclic Triterpenoid Saponins from Campanula lactiflora", Turkish Journal of Chemistry, c. 30, sayı. 1, ss. 21-28, Oca. 2006
  • ISSN: 1300-0527
  • Yayın Aralığı: Yılda 6 Sayı
  • Yayıncı: TÜBİTAK

11.6b 6.6b

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