RT journal article
T1 5-Alkylresorcinol Derivatives from the Bryozoan Schizomavella mamillata: Isolation, Synthesis, and Antioxidant Activity
A1 Ortega Agüera, María Jesús
A1 Pantoja, Juan José
A1 Reyes Jiménez, Carolina de los
A1 Zubía Mendoza, Eva
A2 Química Orgánica
K1 alkylresorcinols
K1 bryozoans
K1 Schizomavella
K1 1,2-dihydrocyclobutabenzene
K1 olefination
K1 antioxidant
AB The chemical study of the bryozoan Schizomavella mamillata has led to the isolation of six new 5-alkylresorcinol derivatives, schizols A–F (1–6), whose structures were established by spectrocospic means. Schizol A (1) exhibits a (E)-6-phenylnon-5-enyl moiety linked to the C-5 of a resorcinol ring, while in schizol B (2) the substituent at C-5 contains an unusual 1,2-dihydrocyclobutabenzene moiety. Schizols C (3) and D (4) have been characterized as the 1-sulfate derivatives of 1 and 2, respectively, and schizols E (5) and F (6) are the corresponding 1,3-disulfates. Schizol A (1) has been synthetized from 3,5-dimethoxybenzaldehyde through a sequence involving a Wittig reaction for the construction of the C-10,C-20 bond and a Julia–Kocienski olefination for the synthesis of the C-50,C-60 double bond. In the ABTS (2,20-azinobis(3-ethylbenzothiazoline-6-sulphonic acid)) antioxidant assay, the natural compounds schizol A (1) and schizol B (2) showed higher radical scavenging activity than the Trolox standard.
PB MDPI
SN 1660-3397
YR 2017
FD 2017-11-02
LK http://hdl.handle.net/10498/35229
UL http://hdl.handle.net/10498/35229
LA eng
DS Repositorio Institucional de la Universidad de Cádiz
RD 05-nov-2026