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seco-iridoids from Calycophyllum spruceanum (Rubiaceae).
Phytochemistry. 2003 Sep; 64(2):549-53.P

Abstract

Three seco-iridoids 7-methoxydiderroside, 6'-O-acetyldiderroside and 8-O-tigloyldiderroside, were isolated from the wood bark of Calycophyllum spruceanum together with the known iridoids loganetin, loganin and the seco-iridoids secoxyloganin, kingiside and diderroside. Their structures were elucidated by means of NMR and MS spectral data analysis. Using NOE correlations and coupling constants, the relative stereochemistry of the new derivatives was established. 7-Methoxydiderroside, 6'-O-acetyldiderroside and the known secoxyloganin and diderroside showed in vitro activity against trypomastigote forms of Trypanosoma cruzi, with IC(50) values of 59.0, 90.2, 74,2 and 84.9 microg/mL, respectively and were compared to the standard gentian violet (IC(50) 7.5 microg/ml).

Authors+Show Affiliations

NuBBE-Núcleo de Bioensaios, Biossíntesse e Ecofisiologia de Produtos Naturais, Instituto de Química, Universidade Estadual Paulista, CP 355, CEP 14801-970, Araraquara, São Paulo, Brazil.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

12943773

Citation

Cardona Zuleta, Luz Margarita, et al. "Seco-iridoids From Calycophyllum Spruceanum (Rubiaceae)." Phytochemistry, vol. 64, no. 2, 2003, pp. 549-53.
Cardona Zuleta LM, Cavalheiro AJ, Siqueira Silva DH, et al. Seco-iridoids from Calycophyllum spruceanum (Rubiaceae). Phytochemistry. 2003;64(2):549-53.
Cardona Zuleta, L. M., Cavalheiro, A. J., Siqueira Silva, D. H., Furlan, M., Marx Young, M. C., Albuquerque, S., Castro-Gamboa, I., & da Silva Bolzani, V. (2003). Seco-iridoids from Calycophyllum spruceanum (Rubiaceae). Phytochemistry, 64(2), 549-53.
Cardona Zuleta LM, et al. Seco-iridoids From Calycophyllum Spruceanum (Rubiaceae). Phytochemistry. 2003;64(2):549-53. PubMed PMID: 12943773.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - seco-iridoids from Calycophyllum spruceanum (Rubiaceae). AU - Cardona Zuleta,Luz Margarita, AU - Cavalheiro,Alberto José, AU - Siqueira Silva,Dulce Helena, AU - Furlan,Maysa, AU - Marx Young,Maria Claudia, AU - Albuquerque,Sérgio, AU - Castro-Gamboa,Ian, AU - da Silva Bolzani,Vanderlan, PY - 2003/8/29/pubmed PY - 2004/1/17/medline PY - 2003/8/29/entrez SP - 549 EP - 53 JF - Phytochemistry JO - Phytochemistry VL - 64 IS - 2 N2 - Three seco-iridoids 7-methoxydiderroside, 6'-O-acetyldiderroside and 8-O-tigloyldiderroside, were isolated from the wood bark of Calycophyllum spruceanum together with the known iridoids loganetin, loganin and the seco-iridoids secoxyloganin, kingiside and diderroside. Their structures were elucidated by means of NMR and MS spectral data analysis. Using NOE correlations and coupling constants, the relative stereochemistry of the new derivatives was established. 7-Methoxydiderroside, 6'-O-acetyldiderroside and the known secoxyloganin and diderroside showed in vitro activity against trypomastigote forms of Trypanosoma cruzi, with IC(50) values of 59.0, 90.2, 74,2 and 84.9 microg/mL, respectively and were compared to the standard gentian violet (IC(50) 7.5 microg/ml). SN - 0031-9422 UR - https://www.unboundmedicine.com/medline/citation/12943773/seco_iridoids_from_Calycophyllum_spruceanum__Rubiaceae__ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0031942203001535 DB - PRIME DP - Unbound Medicine ER -