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Purification of gastroprotective triterpenoids from the stem bark of Amphipterygium adstringens; role of prostaglandins, sulfhydryls, nitric oxide and capsaicin-sensitive neurons.
Planta Med. 2003 Oct; 69(10):905-9.PM

Abstract

In this investigation three bioactive compounds, responsible for the gastroprotective property of Amphipterygium adstringens, were purified from an active dichloromethane fraction. These compounds were 3alpha-hydroxymasticadienonic acid, beta-sitosterol and 3- epi-oleanolic acid. The latter was the most active compound (88.8 % of gastroprotection) followed by 3alpha-hydroxymasticadienoic acid and beta-sitosterol (69.8 and 42.5 % of gastroprotection, respectively). Carbenoxolone was used as positive control and it showed 88.4 % of gastroprotection. Masticadienonic acid was also isolated from the active fraction, but it was unable to inhibit the ethanol-induced gastric lesions. The gastroprotection of the methanol extract was completely inhibited by the pretreatment with l-NAME and attenuated by pretreatment with indomethacin and N-ethylmaleimide. These results suggest that endogenous nitric oxide plays an important role in the gastroprotection of A. adstringens methanol extract on ethanol-induced gastric mucosal lesions and that there is partial participation by prostaglandins and endogenous sulfhydryls. The effect of 3alpha-hydroxymasticadienonic acid was attenuated only by pretreatment with N-ethylmaleimide, indicating that endogenous sulfhydryls (thiols) participate in its gastroprotective mechanism. Capsaicin-sensitive afferent neurons do not participate in the gastroprotection of either the methanol extract or 3alpha-hydroxymasticadienoic acid.

Authors+Show Affiliations

Departamento de Farmacia, Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Coyoacán, México D.F., México.No 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

14648392

Citation

Arrieta, Jesús, et al. "Purification of Gastroprotective Triterpenoids From the Stem Bark of Amphipterygium Adstringens; Role of Prostaglandins, Sulfhydryls, Nitric Oxide and Capsaicin-sensitive Neurons." Planta Medica, vol. 69, no. 10, 2003, pp. 905-9.
Arrieta J, Benitez J, Flores E, et al. Purification of gastroprotective triterpenoids from the stem bark of Amphipterygium adstringens; role of prostaglandins, sulfhydryls, nitric oxide and capsaicin-sensitive neurons. Planta Med. 2003;69(10):905-9.
Arrieta, J., Benitez, J., Flores, E., Castillo, C., & Navarrete, A. (2003). Purification of gastroprotective triterpenoids from the stem bark of Amphipterygium adstringens; role of prostaglandins, sulfhydryls, nitric oxide and capsaicin-sensitive neurons. Planta Medica, 69(10), 905-9.
Arrieta J, et al. Purification of Gastroprotective Triterpenoids From the Stem Bark of Amphipterygium Adstringens; Role of Prostaglandins, Sulfhydryls, Nitric Oxide and Capsaicin-sensitive Neurons. Planta Med. 2003;69(10):905-9. PubMed PMID: 14648392.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Purification of gastroprotective triterpenoids from the stem bark of Amphipterygium adstringens; role of prostaglandins, sulfhydryls, nitric oxide and capsaicin-sensitive neurons. AU - Arrieta,Jesús, AU - Benitez,Javier, AU - Flores,Edith, AU - Castillo,Carlos, AU - Navarrete,Andrés, PY - 2003/12/4/pubmed PY - 2004/2/10/medline PY - 2003/12/4/entrez SP - 905 EP - 9 JF - Planta medica JO - Planta Med VL - 69 IS - 10 N2 - In this investigation three bioactive compounds, responsible for the gastroprotective property of Amphipterygium adstringens, were purified from an active dichloromethane fraction. These compounds were 3alpha-hydroxymasticadienonic acid, beta-sitosterol and 3- epi-oleanolic acid. The latter was the most active compound (88.8 % of gastroprotection) followed by 3alpha-hydroxymasticadienoic acid and beta-sitosterol (69.8 and 42.5 % of gastroprotection, respectively). Carbenoxolone was used as positive control and it showed 88.4 % of gastroprotection. Masticadienonic acid was also isolated from the active fraction, but it was unable to inhibit the ethanol-induced gastric lesions. The gastroprotection of the methanol extract was completely inhibited by the pretreatment with l-NAME and attenuated by pretreatment with indomethacin and N-ethylmaleimide. These results suggest that endogenous nitric oxide plays an important role in the gastroprotection of A. adstringens methanol extract on ethanol-induced gastric mucosal lesions and that there is partial participation by prostaglandins and endogenous sulfhydryls. The effect of 3alpha-hydroxymasticadienonic acid was attenuated only by pretreatment with N-ethylmaleimide, indicating that endogenous sulfhydryls (thiols) participate in its gastroprotective mechanism. Capsaicin-sensitive afferent neurons do not participate in the gastroprotection of either the methanol extract or 3alpha-hydroxymasticadienoic acid. SN - 0032-0943 UR - https://www.unboundmedicine.com/medline/citation/14648392/Purification_of_gastroprotective_triterpenoids_from_the_stem_bark_of_Amphipterygium_adstringens L2 - https://www.thieme-connect.com/DOI/DOI?10.1055/s-2003-45098 DB - PRIME DP - Unbound Medicine ER -