Current understanding and biotechnological application of the bacterial diterpene synthase CotB2

• Ronja Driller,
• Daniel Garbe,
• Norbert Mehlmer,
• Monika Fuchs,
• Keren Raz,
• Dan Thomas Major,
• Thomas Brück and
• Bernhard Loll

Beilstein J. Org. Chem. 2019, 15, 2355–2368, doi:10.3762/bjoc.15.228

• dolabellane derivatives is 3,7,18-dolabellatriene (12) and cembrene A (7) for the cembranoid family, respectively (Scheme 3). Dolabellanes comprise a diverse group of bioactive diterpenes, with the first compounds initially isolated from the mollusc Dolabella californica in 1977 [69]. Later, the product

Investigation of the electrophilic reactivity of the biologically active marine sesquiterpenoid onchidal and model compounds

• Melissa M. Cadelis and
• Brent R. Copp

Beilstein J. Org. Chem. 2018, 14, 2229–2235, doi:10.3762/bjoc.14.197

• Melissa M. Cadelis Brent R. Copp School of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland 1142, New Zealand 10.3762/bjoc.14.197 Abstract The structure of the sesquiterpene onchidal (6), a component of the defensive secretion of the shell-less mollusc Onchidella binneyi

• , contains a masked α,β-unsaturated 1,4-dialdehyde moiety, the presence of which has been proposed to be the cause of the feeding deterrent activity exhibited by the mollusc. We have found onchidal acts as an electrophile, reacting rapidly with the model nucleophile n-pentylamine forming diastereomeric

• model protein lysozyme, forming covalent adducts and leading to protein cross-linking. These results provide preliminary evidence supporting the molecular mechanism of biological activity exhibited by onchidal. Keywords: dialdehyde; lysozyme; mollusc; onchidal; pyrrole; Introduction More than 80

Biosynthesis of α-pyrones

• Till F. Schäberle

Beilstein J. Org. Chem. 2016, 12, 571–588, doi:10.3762/bjoc.12.56

• isolated from Leptosphaeria maculans and named phomapyrone A, as well as from the mediterranean ascoglossan mollusc Ercolania funereal, described as cyercene [51]. Phomenin A displayed phytotoxicity at a concentration of 100 µg/mL. Chemical synthesis approaches enabled then to investigate many more α