D’Ambrosio, Michele published the artcileNovel, racemic or nearly-racemic antibacterial bromo- and chloroquinols and γ-lactams of the verongiaquinol and the cavernicolin type from the marine sponge Aplysina (= Verongia) cavernicola, Formula: C8H7ClO3, the publication is Helvetica Chimica Acta (1984), 67(6), 1484-92, database is CAplus.
BuOH extracts of the Mediterranean sponge A. cavernicola gave, by reversed-phase HPLC, the antibacterial quinols (±)-3-bromoverongiaquinol (I) and (±)-3-bromo-5-chloroverongiaquinol (II) besides the products of formal cyclization 5-chlorocavernicolin (III) the C(7)-epimerizing 7β and 7α-bromo-5-chlorocavernicolins, and the C(7)-epimerizing 5-bromo-7β and 5-bromo-7α-chlorocavernicolins. The latter 4 were isolated as mixtures of C(7)-epimerizing monoacetates 4a’/4b’ and 5a’/5b’. Both I and II proved to be racemic from NMR examination of their esterification products with (-)-menthyloxyacetic acid, whereas III had â?% enantiomeric purity as shown by a 1H-NMR study of its monoacetate in the presence of a chiral shift reagent. These chiroptical data of the first chiral quinols from the Verongida and of III suggest phenol oxidative routes from tyrosine precursors for their formation. In view of their bioactivities, I and II were synthesized from (p-hydroxyphenyl)acetic acid by phenol oxidative routes.
Helvetica Chimica Acta published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Formula: C8H7ClO3.
Referemce:
https://en.wikipedia.org/wiki/Chloride,
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