Puberulonic acid

Name: Puberulonic acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

* Please be kindly noted products are not for therapeutic use. We do not sell to patients.

Category	Antibiotics
Catalog number	BBF-02074
CAS	82-83-7
Molecular Weight	224.12
Molecular Formula	C9H4O7

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

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Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

Puberulonic acid is an aromatic derivative antibiotic produced by strains such as Pen. puberulum and Pen. aurantiovirens. It has weak anti-Gram-positive bacteria activity.

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IUPAC Name	4,5,6-trihydroxycyclohepta[c]furan-1,3,7-trione
Canonical SMILES	C1=C2C(=C(C(=C(C1=O)O)O)O)C(=O)OC2=O
InChI	InChI=1S/C9H4O7/c10-3-1-2-4(9(15)16-8(2)14)6(12)7(13)5(3)11/h1H,(H3,10,11,12,13)
InChI Key	JAJRKOVXTSKCLS-UHFFFAOYSA-N

Appearance	Yellow Crystal
Antibiotic Activity Spectrum	Gram-positive bacteria
Boiling Point	404.2±45.0°C at 760 mmHg
Melting Point	296-298°C (dec.)
Density	2.0±0.1 g/cm3

1. Synthesis and biological assessment of 3,7-dihydroxytropolones

D R Hirsch, D V Schiavone, A J Berkowitz, L A Morrison, T Masaoka, J A Wilson, E Lomonosova, H Zhao, B S Patel, S H Datla, S G Hoft, S J Majidi, R K Pal, E Gallicchio, L Tang, J E Tavis, S F J Le Grice, J A Beutler, R P Murelli Org Biomol Chem. 2017 Dec 19;16(1):62-69. doi: 10.1039/c7ob02453c.

3,7-Dihydroxytropolones (3,7-dHTs) are highly oxygenated troponoids that have been identified as lead compounds for several human diseases. To date, structure-function studies on these molecules have been limited due to a scarcity of synthetic methods for their preparation. New synthetic strategies towards structurally novel 3,7-dHTs would be valuable in further studying their therapeutic potential. Here we describe the successful adaptation of a [5 + 2] oxidopyrilium cycloaddition/ring-opening for 3,7-dHT synthesis, which we apply in the synthesis of a plausible biosynthetic intermediate to the natural products puberulic and puberulonic acid. We have also tested these new compounds in several biological assays related to human immunodeficiency virus (HIV), hepatitis B virus (HBV) and herpes simplex virus (HSV) in order to gain insight into structure-functional analysis related to antiviral troponoid development.

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Puberulonic acid

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