TAN 1364B

TAN 1364B

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TAN 1364B
Category Enzyme inhibitors
Catalog number BBF-03874
CAS 154639-24-4
Molecular Weight 368.51
Molecular Formula C21H36O5
Purity >95% by HPLC

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Description

TAN 1364B is a tetronic acid analogue isolated from Streptomyces species. It can inhibit protein tyrosine phosphatase, phospholipase A2, heparinase and HIV-1 protease.

Specification

Synonyms CI 010, 3-hexadecanoyl-5-hydroxymethyltetronic acid
Storage Store at -20°C
IUPAC Name 4-hexadecanoyl-3-hydroxy-2-(hydroxymethyl)-2H-furan-5-one
Canonical SMILES CCCCCCCCCCCCCCCC(=O)C1=C(C(OC1=O)CO)O
InChI InChI=1S/C21H36O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(23)19-20(24)18(16-22)26-21(19)25/h18,22,24H,2-16H2,1H3
InChI Key KZTSLHQKWLYYAC-UHFFFAOYSA-N
Source Streptomyces sp.

Properties

Appearance White Solid
Solubility Soluble in ethanol, methanol, DMF, DMSO

Reference Reading

1. A comprehensive review of tanshinone IIA and its derivatives in fibrosis treatment
Wei Zhang, Zhangyang Bi, Yayun Wang Biomed Pharmacother . 2021 May;137:111404. doi: 10.1016/j.biopha.2021.111404.
Tanshinone IIA (Tan IIA) is the most abundant lipid-soluble component in Salvia miltiorrhiza. Both Tan IIA and its derivatives including Sodium tanshinone IIA sulfonate (STS) have been widely used in clinic due to their proved anti-inflammation, anti-oxidation, and anti-fibrosis functions. Recently, combinations containing Tan IIA and active components have attracted intensive interest in fibrosis. Multiple studies have been conducted to attempt to decipher the mechanisms of this traditional Chinese medicine and found that Tan IIA can attenuate fibrosis through different pathways such as Smad2/3, NF-κB, Nrf2, E2F and snail/twist axis. However, some of the studies were contradictory and confusing. Therefore, it was important to develop an easy-to-access reference for clinic use. In this study, we reviewed the pharmacological mechanisms, pharmacokinetics, and toxicology of Tan IIA and its derivatives in the treatment of fibrosis and introduced the cutting-edge new formulation of Tan IIA compound.
2. Prospective therapeutic potential of Tanshinone IIA: An updated overview
Ahmad Almatroudi, Suriya Rehman, Mehran Amirizadeh, Mohammad A Alzohairy, Mohammad Javed Equbal, Farheen Badrealam Khan, Haaris Ahsan Safdari, Mohammadreza Safdari, Mehboob Hoque, Mohammad Azam Ansari Pharmacol Res . 2021 Feb;164:105364. doi: 10.1016/j.phrs.2020.105364.
In the past decades, the branch of complementary and alternative medicine based therapeutics has gained considerable attention worldwide. Pharmacological efficacy of various traditional medicinal plants, their products and/or product derivatives have been explored on an increasing scale. Tanshinone IIA (Tan IIA) is a pharmacologically active lipophilic component of Salvia miltiorrhiza extract. Tan IIA shares a history of high repute in Traditional Chinese Medicine. Reckoning with these, the present review collates the pharmacological properties of Tan IIA with a special emphasis on its therapeutic potential against diverse diseases including cardiovascular diseases, cerebrovascular diseases, cancer, diabetes, obesity and neurogenerative diseases. Further, possible applications of various therapeutic preparations of Tan IIA were discussed with special emphasis on nano-based drug delivery formulations. Considering the tremendous advancement in the field of nanomedicine and the therapeutic potential of Tan IIA, the convergence of these two aspects can be foreseen with great promise in clinical application.
3. Pharmacological Activity and Mechanism of Tanshinone IIA in Related Diseases
Lan Li, Zhihao Liu, Rui Guo, Sheng Li, Guanwei Fan, Sophia Esi Duncan, Jing Su Drug Des Devel Ther . 2020 Nov 5;14:4735-4748. doi: 10.2147/DDDT.S266911.
Salvia miltiorrhiza: (Danshen) is a significant (traditional Chinese medication) natural remedy, enhancing blood circulation and clear blood stasis. In this view, it is widely used against several heart diseases, eg, cardiomyopathy, arrhythmia, and congenital heart defects. Tanshinone IIA (tan-IIA) is the main fat-soluble component ofSalvia miltiorrhiza. Modern pharmacological study shows that tan-IIA has anti-inflammatory and anti-oxidant activities. Tan-IIA induces remarkable cardioprotective effects via enhancing angiogenesis which may serve as an effective treatment against cardiovascular diseases (CVD). There is also evidence that tan-IIA has extensive immunomodulatory effects and plays a significant role in the development and function of immune cells. Tan-IIA reduces the production of inflammatory mediators and restores abnormal signaling pathways via regulating the function and activation of immune cells. It can also regulate signal transduction pathways, ie, TLR/NF-κB pathway and MAPKs/NF-κB pathway, thereby tan-IIA has an anti-inflammatory, anticoagulant, antithrombotic and neuroprotective role. It plays a protective role in the pathogenesis of cardiovascular disorders (ie, atherosclerosis, hypertension) and Alzheimer's disease. It has also been revealed that tan-IIA has an anti-tumor role by killing various tumor cells, inducing differentiation and apoptosis, and has potential activity against carcinoma progression. In the review of this fact, the tan-IIA role in different diseases and its mechanism have been summarized while its clinical applications are also explored to provide a new perspective ofSalvia miltiorrhiza. An extensive study on the mechanism of action of tan-IIA is of great significance for the effective use of Chinese herbal medicine and the promotion of its status and influence on the world.

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