Nordivaricatic acid
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| Category | Others |
| Catalog number | BBF-05512 |
| CAS | 64756-85-0 |
| Molecular Weight | 374.38 |
| Molecular Formula | C20H22O7 |
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Description
It is isolated from the lichen Heterodea beaugleholei R. Filson.
Specification
| Synonyms | 2,4-Dihydroxy-6-propylbenzoic acid (4-carboxy-3-hydroxy-5-propylphenyl) ester; Benzoic acid, 2,4-dihydroxy-6-propyl-, 4-carboxy-3-hydroxy-5-propylphenyl ester; Spiromastol J |
| IUPAC Name | 4-(2,4-dihydroxy-6-propylbenzoyl)oxy-2-hydroxy-6-propylbenzoic acid |
| Canonical SMILES | CCCC1=C(C(=CC(=C1)O)O)C(=O)OC2=CC(=C(C(=C2)O)C(=O)O)CCC |
| InChI | InChI=1S/C20H22O7/c1-3-5-11-7-13(21)9-15(22)18(11)20(26)27-14-8-12(6-4-2)17(19(24)25)16(23)10-14/h7-10,21-23H,3-6H2,1-2H3,(H,24,25) |
| InChI Key | KDWGMSJHASISHI-UHFFFAOYSA-N |
Properties
| Boiling Point | 595.9±50.0°C at 760 mmHg |
| Density | 1.3±0.1 g/cm3 |
Reference Reading
1. Trivaric acid, a potent depside human leukocyte elastase inhibitor
Zhihui Zheng, Shen Zhang, Xinhua Lu, Ying Ma, Yuling Fan, Ying Shi, Aihua Dong, Baoling Duan Biol Pharm Bull. 2012;35(12):2247-51. doi: 10.1248/bpb.b12-00642. Epub 2012 Sep 25.
Human leukocyte elastase (HLE) is a serine protease implicated in several inflammatory diseases, and represents a major target for anti-inflammatory drug development. In the present study, nordivaricatic acid (1), divarinyl divarate (2), and trivaric acid (3), three depsides isolated from the culture of a soil derived fungal strain were identified as inhibitors of HLE. Two didepsides 1 and 2 showed low inhibitory activity. In contrast, trivaric acid, a para-tridepside, exhibited highly potent inhibitory activity with an IC(50) value of 1.8 µM and a K(i) of 0.6 µM. Kinetic investigations with trivaric acid showed that this inhibition is reversible, competitive pattern. Further studies on the selectivity of three depsides toward serine proteases showed that they did not inhibit chymotrypsin, trypsin and thrombin even at 150 µM.
2. Fungal metabolites: A potential source of antidiabetic agents with particular reference to PTP1B inhibitors51
Sunil Kumar Deshmukh, Shivankar Agrawal, Manish K Gupta Curr Pharm Biotechnol. 2022 May 6. doi: 10.2174/1389201023666220506104219. Online ahead of print.
Diabetes is a growing health concern worldwide because it affects people of all age groups and increases the risk of other diseases such as renal impairment and neural and cardiovascular disorders. Oral hypoglycemic drugs mainly control diabetes; however, their associated side effects limit their use in patients with other complications. PTP1B is a viable drug target to explore new antidiabetic drugs. PTP1B acts as a negative regulator of the insulin-signaling pathway, and therefore, PTP1B inhibitors display antihyperglycemic activity. Several classes of compounds from natural and synthetic sources act as PTP1B inhibitors. Fungi are comprehensive in their diversity and recognized as a valuable source for therapeutically active molecules. In recent years, researchers have reported diverse classes of fungal secondary metabolites as potent PTP1B inhibitors. Some metabolites such as 6-O-methylalaternin, fumosorinone A, nordivaricatic acid, and the divarinyl divarate showed good activity and can be taken forward as a lead to develop novel PTP1B inhibitors and antidiabetic drugs. Therefore, the present review focuses on the fungal metabolites identified in the last five years possessing PTP1B inhibitory activity. A total of 128 metabolites are reviewed. Their fungal species and source, chemical structure, and activity in terms of IC50 are highlighted.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
