Literature DB >> 26676612

Two new bicyclic sulfoxides from Welsh onion.

Toshihiro Nohara1, Yukio Fujiwara2, Tsuyoshi Ikeda3, Kotaro Murakami3, Masateru Ono4, Mona El-Aasr5, Daisuke Nakano6, Junei Kinjo6.   

Abstract

Newly identified bicyclic sulfoxides, welsonins A1 (1) and A2 (2), were isolated from acetone extracts of the bulbs of the Welsh onion (Allium fistulosum). In this study, the structures of 1 and 2, which are tetrahydrothiophene-S-oxide derivatives, were characterized by spectroscopic analysis. These compounds appeared to be derived from the coupling of 1-propenyl sulfenic acid and uronic acid. Welsonin A1 (1) showed the potential to suppress tumor-cell proliferation by inhibiting the polarization of alternatively activated M2 macrophages.

Entities:  

Keywords:  Allium fistulosum; Anticancer function; Bicyclic sulfoxide; M2 macrophage; Tetrahydrothiophene derivative; Welsonin A1

Mesh：

Substances：

Year:  2015        PMID： 26676612     DOI： 10.1007/s11418-015-0947-z

Source DB:  PubMed          Journal:  J Nat Med        ISSN： 1340-3443            Impact factor:   2.343


  18 in total

1.  What ever happened to...? Looking back 10 years.

Authors:  C Theisen
Journal:  J Natl Cancer Inst       Date:  2001-07-18       Impact factor: 13.506

2.  Isolation and characterization of new onionins A2 and A3 from Allium cepa, and of onionins A1, A2, and A3 from Allium fistulosum.

Authors:  Toshihiro Nohara; Yukio Fujiwara; Rino Kudo; Koki Yamaguchi; Tsuyoshi Ikeda; Kotaro Murakami; Masateru Ono; Tetsuya Kajimoto; Motohiro Takeya
Journal:  Chem Pharm Bull (Tokyo)       Date:  2014       Impact factor: 1.645

3.  Corosolic acid inhibits glioblastoma cell proliferation by suppressing the activation of signal transducer and activator of transcription-3 and nuclear factor-kappa B in tumor cells and tumor-associated macrophages.

Authors:  Yukio Fujiwara; Yoshihiro Komohara; Tsuyoshi Ikeda; Motohiro Takeya
Journal:  Cancer Sci       Date:  2010-11-15       Impact factor: 6.716

Review 4.  Bioactive S-alk(en)yl cysteine sulfoxide metabolites in the genus Allium: the chemistry of potential therapeutic agents.

Authors:  Peter Rose; Matt Whiteman; Philip K Moore; Yi Zhun Zhu
Journal:  Nat Prod Rep       Date:  2005-05-10       Impact factor: 13.423

5.  Garlicnin A from the fraction regulating macrophage activation of Allium sativum.

Authors:  Mona El-Aasr; Yukio Fujiwara; Motohiro Takeya; Masateru Ono; Daisuke Nakano; Masafumi Okawa; Junei Kinjo; Tsuyoshi Ikeda; Hiroyuki Miyashita; Hitoshi Yoshimitsu; Toshihiro Nohara
Journal:  Chem Pharm Bull (Tokyo)       Date:  2011       Impact factor: 1.645

Review 6.  Distinct role of macrophages in different tumor microenvironments.

Authors:  Claire E Lewis; Jeffrey W Pollard
Journal:  Cancer Res       Date:  2006-01-15       Impact factor: 12.701

Review 7.  Microenvironmental regulation of metastasis.

Authors:  Johanna A Joyce; Jeffrey W Pollard
Journal:  Nat Rev Cancer       Date:  2008-03-12       Impact factor: 60.716

Review 8.  Clarifying the real bioactive constituents of garlic.

Authors:  Harunobu Amagase
Journal:  J Nutr       Date:  2006-03       Impact factor: 4.798

9.  Cyclic sulfoxides garlicnins B2, B3, B4, C2, and C3 from Allium sativum.

Authors:  Toshihiro Nohara; Yukio Fujiwara; Tsuyoshi Ikeda; Kohtaro Murakami; Masateru Ono; Daisuke Nakano; Junei Kinjo
Journal:  Chem Pharm Bull (Tokyo)       Date:  2013       Impact factor: 1.645

Review 10.  Tumour-associated macrophages are a distinct M2 polarised population promoting tumour progression: potential targets of anti-cancer therapy.

Authors:  Antonio Sica; Tiziana Schioppa; Alberto Mantovani; Paola Allavena
Journal:  Eur J Cancer       Date:  2006-03-07       Impact factor: 9.162
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  2 in total

1.  New cyclic sulfides, garlicnins I2, M, N, and O, from Allium sativum.

Authors:  Toshihiro Nohara; Masateru Ono; Naho Nishioka; Fuka Masuda; Yukio Fujiwara; Tsuyoshi Ikeda; Daisuke Nakano; Junei Kinjo
Journal:  J Nat Med       Date:  2017-10-30       Impact factor: 2.343

2.  New cyclic sulfides extracted from Allium sativum: garlicnins P, J2, and Q.

Authors:  Toshihiro Nohara; Masateru Ono; Naho Nishioka; Fuka Masuda; Yukio Fujiwara; Tsuyoshi Ikeda; Daisuke Nakano; Junei Kinjo
Journal:  J Nat Med       Date:  2017-11-20       Impact factor: 2.343
  2 in total

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