{"title":"1,2-O-Isopropylidene-3-O-butylglucofuranose-derived Ester, and Ether: Synthesis, Characterization, and Antimicrobial Study","authors":"Tasnim Rahman Anisa, M. Islam, M. Islam, M. Matin","doi":"10.17807/orbital.v15i2.18152","DOIUrl":null,"url":null,"abstract":"Sugar-fatty acid esters (SFAEs, especially sucrose- and glucose-based ones) have dominated the chemical industries for more than 50 years. In comparison to other carbohydrate products, SFAEs serve essential roles in a variety of industries, including the food, pharmaceutical, and cosmetic industries. In this context, the 6-O-hexanoyl ester of 3-O-butyl-1,2-O-isopropylidene-α-D-glucofuranose was synthesized from commercially available D-glucose in a few steps. For a comparative biological study, the 5,6-di-O-benzyl ether of 3-O-butyl-1,2-O-isopropylidene-α-D-glucofuranose was also prepared and characterized. An in vitro antimicrobial test of all the ester and ether compounds indicated that these compounds are more susceptible to fungi than bacteria. Also, they have more potential for A. niger than A. flavus. According to Prediction of Spectra for Substances (PASS), the chemicals found in the current investigation have a variety of potential biological functions.","PeriodicalId":19680,"journal":{"name":"Orbital: The Electronic Journal of Chemistry","volume":null,"pages":null},"PeriodicalIF":0.7000,"publicationDate":"2023-07-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Orbital: The Electronic Journal of Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.17807/orbital.v15i2.18152","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
Sugar-fatty acid esters (SFAEs, especially sucrose- and glucose-based ones) have dominated the chemical industries for more than 50 years. In comparison to other carbohydrate products, SFAEs serve essential roles in a variety of industries, including the food, pharmaceutical, and cosmetic industries. In this context, the 6-O-hexanoyl ester of 3-O-butyl-1,2-O-isopropylidene-α-D-glucofuranose was synthesized from commercially available D-glucose in a few steps. For a comparative biological study, the 5,6-di-O-benzyl ether of 3-O-butyl-1,2-O-isopropylidene-α-D-glucofuranose was also prepared and characterized. An in vitro antimicrobial test of all the ester and ether compounds indicated that these compounds are more susceptible to fungi than bacteria. Also, they have more potential for A. niger than A. flavus. According to Prediction of Spectra for Substances (PASS), the chemicals found in the current investigation have a variety of potential biological functions.
50多年来,糖脂肪酸酯(SFAEs,尤其是蔗糖和葡萄糖基脂肪酸酯)一直主导着化学工业。与其他碳水化合物产品相比,SFAEs在包括食品、制药和化妆品行业在内的各种行业中发挥着重要作用。在这种情况下,以市售的d -葡萄糖为原料,通过几个步骤合成了3- o -丁基-1,2- o -异丙基-α- d -葡萄糖葡萄糖的6- o -己醇酯。为了进行比较生物学研究,还制备了3- o -丁基-1,2- o -异丙基-α- d -葡聚糖的5,6-二- o -苄基醚并对其进行了表征。所有酯类和醚类化合物的体外抗菌试验表明,这些化合物对真菌比细菌更敏感。此外,它们比黑曲霉更有可能感染黄曲霉。根据物质光谱预测(PASS),目前研究中发现的化学物质具有多种潜在的生物功能。
期刊介绍:
Orbital: The Electronic Journal of Chemistry is a quarterly scientific journal published by the Institute of Chemistry of the Universidade Federal de Mato Grosso do Sul, Brazil. Original contributions (in English) are welcome, which focus on all areas of Chemistry and their interfaces with Pharmacy, Biology, and Physics. Neither authors nor readers have to pay fees. The journal has an editorial team of scientists drawn from regions throughout Brazil and world, ensuring high standards for the texts published. The following categories are available for contributions: 1. Full papers 2. Reviews 3. Papers on Education 4. History of Chemistry 5. Short communications 6. Technical notes 7. Letters to the Editor The Orbital journal also publishes a number of special issues in addition to the regular ones. The central objectives of Orbital are threefold: (i) to provide the general scientific community (at regional, Brazilian, and worldwide levels) with a formal channel for the communication and dissemination of the Chemistry-related literature output by publishing original papers based on solid research and by reporting contributions which further knowledge in the field; (ii) to provide the community with open, free access to the full content of the journal, and (iii) to constitute a valuable channel for the dissemination of Chemistry-related investigations.