The design, synthesis and in vitro immunosuppressive evaluation of novel isobenzofuran derivatives

Yang, Na; Wang, Qing-He; Wang, Wen-Qian; Wang, Jian; Li, Feng; Tan, Shenpeng; Cheng, Maosheng

doi:10.1016/j.bmcl.2011.11.078

Cited by 12 publications

(7 citation statements)

References 25 publications

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“…Two synthetic γ-butyrolactones and two natural products were reported to show immunosuppressive activities. Yang and colleagues found that benzene-fused γ-butyrolactones (Entry 28) demonstrate highly efficacious immunosuppressive properties [57]. A sesquiterpene lactone, isolated from Artemisia argyi (Entry 29), also exhibited potent immunosuppressive activity, which was assessed via inhibitory effect on the proliferation of T lymphocytes [58].…”

Section: Immunosuppressivementioning

confidence: 99%

A Review of the Pharmacological Activities and Recent Synthetic Advances of γ-Butyrolactones

Hur

Jang

Sim

2021

IJMS

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γ-Butyrolactone, a five-membered lactone moiety, is one of the privileged structures of diverse natural products and biologically active small molecules. Because of their broad spectrum of biological and pharmacological activities, synthetic methods for γ-butyrolactones have received significant attention from synthetic and medicinal chemists for decades. Recently, new developments and improvements in traditional methods have been reported by considering synthetic efficiency, feasibility, and green chemistry. In this review, the pharmacological activities of natural and synthetic γ-butyrolactones are described, including their structures and bioassay methods. Mainly, we summarize recent advances, occurring during the past decade, in the construction of γ-butyrolactone classified based on the bond formation in γ-butyrolactone between (i) C5-O1 bond, (ii) C4-C5 and C2-O1 bonds, (iii) C3-C4 and C2-O1 bonds, (iv) C3-C4 and C5-O1 bonds, (v) C2-C3 and C2-O1 bonds, (vi) C3-C4 bond, and (vii) C2-O1 bond. In addition, the application to the total synthesis of natural products bearing γ-butyrolactone scaffolds is described.

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Section: Immunosuppressivementioning

confidence: 99%

A Review of the Pharmacological Activities and Recent Synthetic Advances of γ-Butyrolactones

Hur

Jang

Sim

2021

IJMS

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“…Compound 166 refluxed with Zn=NaOH, CuSO 4 , and H 2 O to afford 5-amino-3 H-isobenzofuran-1-one 167 [81] (Scheme 48). Flash chromatography of 2-(chloro-phenylmethyl)-N, N-diethylbenzamide 168 afforded 1-(diethylamino)-3-phenylbenzo[c]furan hydrochloride 169 (Scheme 49).…”

Section: Synthesis Of Benzo[c]furansmentioning

confidence: 99%

Synthesis of Benzofuran Derivatives via Different Methods

Abu‐Hashem

Hussein

Aly

et al. 2014

Synthetic Communications

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“…[304][305][306] In addition, isobenzofurans are an important class of natural products possessing significant biological properties. [307][308][309] Pramanik's group used 2-hydroxy-2,2'-biindan-1,1',3,3'-tetrone 254 in a condensation reaction with various phenols, polyhydroxy benzenes, and α-and β-naphthols 255 in an acid medium to produce 2-aryl/alkyl-2,2'-biindan-1,1',3,3'-tetrones 256. 1 H and 13 C NMR spectra from adducts of 256, in the case of substrates such as resorcinol, orcinol, 1,3,5-trihydroxybenzene and α-and β-naphthols, indicate that such derivatives prefer the intramolecular hemi-ketal form 257 (Scheme 78).…”

Section: Benzofurans and Isobenzofuransmentioning

confidence: 99%

Ninhydrin in synthesis of heterocyclic compounds

Ziarani¹,

Lashgari²,

Azimian³

et al. 2015

Arkivoc

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Ninhydrin has been utilized in many heterocyclic preparations and considered as an important building block in organic synthesis. There is a wide range of reactions that include ninhydrin in the synthesis of heterocyclic compounds. This review highlights the advances in the use of ninhydrin as starting material in the synthesis of various organic compounds and drugs in a fully comprehensive way, from its first isolation in 1910 to the end of 2013. There is also a diversity of multi-component reactions of ninhydrin and we highlight the recent reports in this review.

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The design, synthesis and in vitro immunosuppressive evaluation of novel isobenzofuran derivatives

Cited by 12 publications

References 25 publications

A Review of the Pharmacological Activities and Recent Synthetic Advances of γ-Butyrolactones

A Review of the Pharmacological Activities and Recent Synthetic Advances of γ-Butyrolactones

Synthesis of Benzofuran Derivatives via Different Methods

Ninhydrin in synthesis of heterocyclic compounds

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