Synthesis and evaluation of biological activity of novel chromeno[4,3-b]quinolin-6-one derivatives by SO 3 H-tryptamine

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ORIGINAL PAPER

Synthesis and evaluation of biological activity of novel chromeno[4,3‑b]quinolin‑6‑one derivatives by ­SO3H‑tryptamine supported on ­Fe3O4@SiO2@CPS as recyclable and bioactive magnetic nanocatalyst Sara Hosseinzadegan1 · Nourallah Hazeri1   · Malek Taher Maghsoodlou1 · Mohammadreza Moghaddam‑Manesh2 · Moheb Shirzaei1 Received: 13 February 2020 / Accepted: 26 June 2020 © Iranian Chemical Society 2020

Abstract  New derivatives of chromeno[4,3-b]quinolin-6-one were synthesized using novel ­SO3H-tryptamine supported on ­Fe3O4@ SiO2@CPS which could be recycled as an effective magnetic nanocatalyst. SEM, EDX, XRD, FT-IR, TGA, VSM and BET analyses were utilized to confirm the magnetic nanocatalyst structure. Evaluation of Antimicrobial (antibacterial and antifungal) function of magnetic nanocatalyst as well as derivatives undergone synthesis was carried out according to MIC, MBC and MFC values. Moreover, evaluation of the derivatives subject to synthesis was performed according to DPPH free radical besides the biological features, in order to obtain justifiable biological features. Graphic abstract

Keywords  Antimicrobial activity · Antioxidant activity · Bioactive magnetic nanocatalyst · Chromeno[4,3-b]quinolin · SO3H supported on magnetic nanomaterials Electronic supplementary material  The online version of this article (https​://doi.org/10.1007/s1373​8-020-01990​-3) contains supplementary material, which is available to authorized users. Extended author information available on the last page of the article

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Journal of the Iranian Chemical Society

Introduction Multicomponent reactions are capable of synthesizing various compounds in one step with no generation of hazardous intermediates and with pro-environmental as well as green chemical features [1–6]. Multicomponent reactions can be considered of high importance in different areas of study including as medicinal chemistry as well as organic compounds synthesis [7–9]. Development of the novel nanomaterials contributing as effective catalysts to synthesize heterocyclic compounds via new methods with the use of multicomponent reactions can be really challenging [10, 11]. Currently, application of nanoparticles has attracted significant attention because of distinguished features of these materials [12–14]. Reports have shown different utilizations of nanoparticles in industrial fields including chemistry and biology [15–18]. It is also possible to use nanoparticles as magnetic nuclei to synthesize magnetic nanoparticles. Moreover, reports indicated various applications of magnetic nanoparticles in different areas, including solar cells [19], semiconductors [20], biotechnologies, biomedicine [21] and so on. In organic chemistry, their application aims at synthesis of heterogeneous magnetic catalysts [22–24]. Among the usages of magnetic nanocatalysts with the highest importance, one can refer to being easily separable and recyclable, along with having great surface area [25, 26]. The catalysts have F ­ e3O4 nanoparticles as t