Literature DB >> 33551629

In vitro and in vivo biological activities of azulene derivatives with potential applications in medicine.

Paweł Bakun1, Beata Czarczynska-Goslinska2, Tomasz Goslinski1, Sebastian Lijewski1.   

Abstract

Azulene is an aromatic hydrocarbon that possesses a unique chemical structure and interesting biological properties. Azulene derivatives, including guaiazulene or chamazulene, occur in nature as components of many plants and mushrooms, such as Matricaria chamomilla, Artemisia absinthium, Achillea millefolium, and Lactarius indigo. Due to physicochemical properties, azulene and its derivatives have found many potential applications in technology, especially in optoelectronic devices. In medicine, the ingredients of these plants have been widely used for hundreds of years in antiallergic, antibacterial, and anti-inflammatory therapies. Herein, the applications of azulene, its derivatives and their conjugates with biologically active compounds are presented. The potential use of these compounds concerns various areas of medicine, including anti-inflammatory with peptic ulcers, antineoplastic with leukemia, antidiabetes, antiretroviral with HIV-1, antimicrobial, including antimicrobial photodynamic therapy, and antifungal.
© The Author(s) 2021.

Entities:  

Keywords:  Azulene; Chamazulene; Conjugates; Medicinal chemistry; Molecular consortia

Year:  2021        PMID: 33551629      PMCID: PMC7847300          DOI: 10.1007/s00044-021-02701-0

Source DB:  PubMed          Journal:  Med Chem Res        ISSN: 1054-2523            Impact factor:   1.965


  49 in total

1.  Synthesis and anti-peptic activity of compounds related to the metabolites of sodium 3-ethyl-7-isopropyl-1-azulenesulfonate (KT1-32).

Authors:  T Yanagisawa; K Kosakai; C Izawa; T Tomiyama; M Yasunami
Journal:  Chem Pharm Bull (Tokyo)       Date:  1991-09       Impact factor: 1.645

2.  Synthesis and biological evaluation of C-glucosides with azulene rings as selective SGLT2 inhibitors for the treatment of type 2 diabetes mellitus: discovery of YM543.

Authors:  Kazuhiro Ikegai; Masakazu Imamura; Takayuki Suzuki; Keita Nakanishi; Takeshi Murakami; Eiji Kurosaki; Atsushi Noda; Yoshinori Kobayashi; Masayuki Yokota; Tomokazu Koide; Kazuhiro Kosakai; Yasufumi Ohkura; Makoto Takeuchi; Hiroshi Tomiyama; Mitsuaki Ohta
Journal:  Bioorg Med Chem       Date:  2013-04-10       Impact factor: 3.641

Review 3.  Impact of Inflammation and Anti-inflammatory Modalities on Skeletal Muscle Healing: From Fundamental Research to the Clinic.

Authors:  Elise Duchesne; Sébastien S Dufresne; Nicolas A Dumont
Journal:  Phys Ther       Date:  2017-08-01

4.  Antioxidant and radical scavenging activities of chamazulene.

Authors:  Andrea Capuzzo; Andrea Occhipinti; Massimo E Maffei
Journal:  Nat Prod Res       Date:  2014-07-01       Impact factor: 2.861

Review 5.  Peptic ulcer disease.

Authors:  Wadie I Najm
Journal:  Prim Care       Date:  2011-09       Impact factor: 2.907

Review 6.  Tomato and lycopene supplementation and cardiovascular risk factors: A systematic review and meta-analysis.

Authors:  Ho Ming Cheng; Georgios Koutsidis; John K Lodge; Ammar Ashor; Mario Siervo; José Lara
Journal:  Atherosclerosis       Date:  2017-01-13       Impact factor: 5.162

7.  Heterocyclic bismuth carboxylates based on a diphenyl sulfone scaffold: synthesis and antifungal activity against Saccharomyces cerevisiae.

Authors:  Toshihiro Murafuji; Kunito Kitagawa; Daisuke Yoshimatsu; Kei Kondo; Katsuya Ishiguro; Ryo Tsunashima; Isamu Miyakawa; Yuji Mikata
Journal:  Eur J Med Chem       Date:  2013-03-14       Impact factor: 6.514

8.  Effect of antimicrobial photodynamic therapy (aPDT) on the sterilization of infected dentin in vitro.

Authors:  Yuta Nagai; Anri Suzuki; Hiroaki Katsuragi; Koichi Shinkai
Journal:  Odontology       Date:  2017-10-25       Impact factor: 2.634

Review 9.  Oleanolic Acid Alters Multiple Cell Signaling Pathways: Implication in Cancer Prevention and Therapy.

Authors:  Lovro Žiberna; Dunja Šamec; Andrei Mocan; Seyed Fazel Nabavi; Anupam Bishayee; Ammad Ahmad Farooqi; Antoni Sureda; Seyed Mohammad Nabavi
Journal:  Int J Mol Sci       Date:  2017-03-16       Impact factor: 5.923

Review 10.  Ursolic Acid and Its Derivatives as Bioactive Agents.

Authors:  Sithenkosi Mlala; Adebola Omowunmi Oyedeji; Mavuto Gondwe; Opeoluwa Oyehan Oyedeji
Journal:  Molecules       Date:  2019-07-29       Impact factor: 4.411

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  5 in total

Review 1.  Fungal Endophytes: A Potential Source of Antibacterial Compounds.

Authors:  Sunil K Deshmukh; Laurent Dufossé; Hemraj Chhipa; Sanjai Saxena; Girish B Mahajan; Manish Kumar Gupta
Journal:  J Fungi (Basel)       Date:  2022-02-08

Review 2.  Pharmacologically Active Phytomolecules Isolated from Traditional Antidiabetic Plants and Their Therapeutic Role for the Management of Diabetes Mellitus.

Authors:  Prawej Ansari; Samia Akther; J M A Hannan; Veronique Seidel; Nusrat Jahan Nujat; Yasser H A Abdel-Wahab
Journal:  Molecules       Date:  2022-07-03       Impact factor: 4.927

3.  Effect of intermittency factor on singlet oxygen and PGE2 formation in azulene-mediated photodynamic therapy: A preliminary study.

Authors:  Teerasak Damrongrungruang; Sujaree Phiphitaporn; Nuttakul Salacheep; Chonlada Sritragool; Aroon Teerakapong; Kittipitch Meesawat; Anan Kruesubthaworn; Chaiyapong Ruangsuwan; Wilawan Weera-Archakul
Journal:  Biochem Biophys Rep       Date:  2022-06-04

4.  Challenging Approach to the Development of Novel Estrogen Receptor Modulators Based on the Chemical Properties of Guaiazulene.

Authors:  Kiminori Ohta; Asako Kaise; Takumi Ogawa; Yasuyuki Endo
Journal:  Int J Mol Sci       Date:  2022-01-20       Impact factor: 5.923

5.  Tumor-Specificity, Neurotoxicity, and Possible Involvement of the Nuclear Receptor Response Pathway of 4,6,8-Trimethyl Azulene Amide Derivatives.

Authors:  Kotone Naitoh; Yuta Orihara; Hiroshi Sakagami; Takumi Miura; Keitaro Satoh; Shigeru Amano; Kenjiro Bandow; Yosuke Iijima; Kota Kurosaki; Yoshihiro Uesawa; Masashi Hashimoto; Hidetsugu Wakabayashi
Journal:  Int J Mol Sci       Date:  2022-02-26       Impact factor: 5.923

  5 in total

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