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News Update on Benzofuran Research: Sep – 2019

September 4, 2019 by Editor NetKumar

Synthesis of potent antitumor and antiviral benzofuran derivatives

A new series of potent anticancer and antiviral coumarone derivatives was synthesized by the reaction of the furochromone-6-carboxaldehydes one and a couple of with totally different heterocyclic amines to yield the benzofuran-5-carbonyl derivatives 4–11. The synthesized compounds one, 3–11 were tested against twelve totally different human neoplastic cell lines and every one of the compounds were stronger than the comparative standards. The HIV restrictive activity of the tested compounds one, 3–11 showed that they need higher efficiency than Atevirdine. Moreover, compound half-dozen was considerably potent with wider therapeutic index. [1]

Two Novel Cytotoxic Benzofuran Derivatives from Brazilian Propolis

Two novel coumarone derivatives, propolis-benzofurans A (1) and B (2), were isolated from the MeOH extract of Brazilian propolis, in conjunction with 2 familiar isoprenylated compounds (E)-3-[2,3-dihydro-2-(1-methylethenyl)-7-prenyl-5-benzofuranyl]-2-propenoic acid and (E)-3–2-propenoic acid. The structures of those compounds were elucidated on the idea of spectral analysis. each the new compounds exhibited gentle toxicity toward extremely liver-metastatic murine colon 26-L5 cancer and human HT-1080 fibrosarcoma cells. [2]

Differential antagonism of delta opioid agonists by naltrindole and its benzofuran analog (NTB) in mice: evidence for delta opioid receptor subtypes.

In this study naltrindole (NTI) and its coumarone spinoff (NTB) were studied for his or her antagonist activity against numerous delta opioid receptor agonists within the tail-flick antinociceptive assay in mice. The antinociceptive ED50 of i.c.v. administered DSLET [(D-Ser2, Leu5, Thr6)enkephalin] was shifted concerning 4-fold by either s.c. NTB or i.c.v. NTI injection. On the opposite hand, the antinociceptive ED50 of i.c.v. administered DPDPE [(D-Pen2,D-Pen5)enkephalin] was shifted one.4- and 1.8-fold with s.c. NTB and i.c.v. NTI administration, severally, that were considerably below the shifts determined with DSLET. NTB failed to alter the antinociceptive action of i.c.v. administered [(D-Ala2,D-Leu5)enkephalin], opiate salt, [(D-Ala2,MePhe4,Gly-ol5)enkephalin] or U-50,488H (trans()-3,4-dichloro-N-methyl-N-[2-(1-pyrrolidinyl) cyclohexyl]benzeneacetamide). [3]

Novel benzofuran derivative DK-1014 attenuates lung inflammation via blocking of MAPK/AP-1 and AKT/mTOR signaling in vitro and in vivo

Benzofuran derivatives have big selection of biological activities as anti-oxidant, medicinal drug and antiepileptic drug agent. during this study, we have a tendency to investigated whether or not the novel coumarone by-product, DK-1014 has the medicinal drug effects on phagocyte and respiratory organ animal tissue cells and anti-asthmatic effects on ovalbumin-treated mice. A series of 2-arylbenzofuran analogues were synthesized and evaluated for NO and interleukin-6 (IL-6) inhibition in LPS-stimulated Raw264.7 cells. of those analogues, compounds eight, 22a, 22d, and 22 f (DK-1014) exhibited notable restrictive activity with relevance IL-6 and NO production. [4]

Synthesis Antioxidant and Antibacterial Studies on 2-(2-arylamino-4-phenylthiazol-5-yl)benzofuran Derivatives

A series of 2-(2-arylamino-4-phenylthiazol-5-yl)benzofurans derivatives were synthesized from 1-aryl-3-(N-phenylbenzimidoyl)thiourea and 2-(2-bromoacetyl)benzofuran within the presence of  triethylamine. Their structure was established on the idea of IR, 1H nuclear magnetic resonance and mass spectral analyses. the whole recently synthesized compound was screened for his or her inhibitor and bactericide potential. All the compounds showed low to moderate activity against the microorganisms tested. [5]

Reference

[1] Galal, S.A., El-All, A.S.A., Abdallah, M.M. and El-Diwani, H.I., 2009. Synthesis of potent antitumor and antiviral benzofuran derivatives. Bioorganic & medicinal chemistry letters, 19(9), pp.2420-2428. (Web Link)

[2] Banskota, A.H., Tezuka, Y., Midorikawa, K., Matsushige, K. and Kadota, S., 2000. Two novel cytotoxic benzofuran derivatives from Brazilian propolis. Journal of Natural Products, 63(9), pp.1277-1279. (Web Link)

[3] Sofuoglu, M., Portoghese, P.S. and Takemori, A.E., 1991. Differential antagonism of delta opioid agonists by naltrindole and its benzofuran analog (NTB) in mice: evidence for delta opioid receptor subtypes. Journal of Pharmacology and Experimental Therapeutics, 257(2), pp.676-680. (Web Link)

[4] Novel benzofuran derivative DK-1014 attenuates lung inflammation via blocking of MAPK/AP-1 and AKT/mTOR signaling in vitro and in vivo
Xuezhen Xu, Ok-Kyoung Kwon, In-Sik Shin, Jyotirling R. Mali, Dipesh S. Harmalkar, Yourim Lim, Gilhye Lee, Qili Lu, Sei-Ryang Oh, Kyung-Seop Ahn, Hye-Gwang Jeong & Kyeong Lee
Scientific Reportsvolume 9, Article number: 862 (2019) (Web Link)

[5] Alwin, T. and F. Abbs Fen Reji, T. (2017) “Synthesis Antioxidant and Antibacterial Studies on 2-(2-arylamino-4-phenylthiazol-5-yl)benzofuran Derivatives”, International Research Journal of Pure and Applied Chemistry, 15(1), pp. 1-8. doi: 10.9734/IRJPAC/2017/36069. (Web Link)

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