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Penicolinate A

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Penicolinate A
Category Antibiotics
Catalog number BBF-04495
CAS 1418291-68-5
Molecular Weight 398.50
Molecular Formula C23H30N2O4
Purity ≥95%

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Capabilities & Facilities

Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

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

Penicolinate A is a metabolite produced by Penicillium species, displaying antimalarial and antituberculosis activity. It exhibits potent cytotoxic activity against the human ovarian cancer cell line A2780 with an IC50 value of 4.1μM.

  • Specification
  • Properties
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Synonyms Penicolinate B dimethyl ester; 2,2'-dimethylester,5,5'-(1,10-decanediyl)bis-2-pyridinecarboxylic acid
Storage Store at -20°C
IUPAC Name methyl 5-[9-(6-methoxycarbonylpyridin-3-yl)nonyl]pyridine-2-carboxylate
Canonical SMILES COC(=O)C1=NC=C(C=C1)CCCCCCCCCC2=CN=C(C=C2)C(=O)OC
InChI InChI=1S/C23H30N2O4/c1-28-22(26)20-14-12-18(16-24-20)10-8-6-4-3-5-7-9-11-19-13-15-21(25-17-19)23(27)29-2/h12-17H,3-11H2,1-2H3
InChI Key QZEIGUCIWCNWEF-UHFFFAOYSA-N
Appearance Solid Powder
Antibiotic Activity Spectrum Mycobacteria
Boiling Point 546.7±50.0°C at 760 mmHg
Density 1.1±0.1 g/cm3
Solubility Soluble in DMF, DMSO, Methanol, Ethanol
1. Induction of new metabolites from the endophytic fungus Bionectria sp. through bacterial co-culture
Peter Proksch, Ferhat Can Özkaya, Zhen Liu, Parichat Sureechatchaiyan, Hao Wang, Ramsay S T Kamdem, Wenhan Lin, Gamall Makhloufi, Pascal Wafo, Matthias U Kassack, Weaam Ebrahim, Christoph Janiak Fitoterapia . 2018 Jan;124:132-136. doi: 10.1016/j.fitote.2017.10.021.
A new alkaloid, 1,2-dihydrophenopyrrozin (1), along with five known compounds (2-6) was isolated from an axenic culture of the endophytic fungus, Bionectria sp., obtained from seeds of the tropical plant Raphia taedigera. Co-cultivation of this fungus either with Bacillus subtilis or with Streptomyces lividans resulted in the production of two new o-aminobenzoic acid derivatives, bionectriamines A and B (7 and 8) as well as of two additional known compounds (9 and 10). None of the latter compounds (7-10) were detected in axenic cultures of the fungus or of the bacteria indicating activation of silent biogenetic gene clusters through co-cultivation with bacteria. The structures of the new compounds were unambiguously determined based on detailed NMR and MS spectroscopic analysis and by comparison with the literature. The crystal structure of agathic acid (6) is reported here for the first time. Penicolinate A (4) exhibited potent cytotoxic activity against the human ovarian cancer cell line A2780 with an IC50value of 4.1μM.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

* Total Molecular Weight:
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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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