6-7 Protoilludene
| File:6-protoilludene.png | |
| File:7-protoilludene.png | |
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3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C15H24 | |
| Molar mass | 204.357 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Protoilludanes are sesquiterpenes with a 5/6/4 framework. Sesquiterpenes belong to the terpenes, which are overall the largest and most diverse group among the natural substance classes with almost 30,000 known different structures, where protoilludane sesquiterpenes have 180 derivatives.[1]
6- and 7-protoilludenes are two constitutional isomers studied in this paper. Both have the same number and type of atoms with the same structure, except for the existing double bond between different carbon atoms. In 6-protoilludene, the double bond is found between the sixth and seventh carbons (C6-C7), and in 7-protoilludene, it is located between the seventh and eighth carbons (C7-C8).[1]
Biological effects
According to a lot of research, it has shown that the protoilludane class of natural products contains a characteristic annulation of a 5/6/4-ring structure, in which this structure possesses a diverse range of bioactivities, such as antimicrobial, antifungal and cytotoxic properties. A total of 180 protoilludane natural products have been isolated from fungi (an abundant source of drug discovery), plants and other marine sources. Even though the biological effects of 6-protoilludene and 7-protoilludene may not be well-documented and are quite scarce, it is reasonable to predict that they could exhibit similar activities to other protoilludane sesquiterpenes, that is why we will be focusing on other products that are closely related to 6- and 7-protoilludene instead.
Application and uses
Even though there is no clearly stated document that gives evidence that 6-, 7-protoilludene have been used in medical, pharmaceutical or other branches of industry, due to other alternatives from other molecules or substances that possibly have a stronger effect, but according to their biological effects, they certainly have the potential application to be developed and used in real life. For example, from Repraesentin A and 5-epi-Arrmillol, which respectively can act as a plant promoter in lettuce and has an antifungal effect that can occur in crops, these potentials can lead to a more productive process in agriculture industries. Moreover, cytotoxic activity will draw more attention as people nowadays are focusing more on cancer cells than ever.
References
- ↑ 1.0 1.1 Fukaya, Mitsunori; Nagamine, Shota; Ozaki, Taro; Liu, Yaping; Ozeki, Miina; Matsuyama, Taro; Miyamoto, Kazunori; Kawagishi, Hirokazu; Uchiyama, Masanobu; Oikawa, Hideaki; Minami, Atsushi (2023-10-26). "Total Biosynthesis of Melleolides from Basidiomycota Fungi: Mechanistic Analysis of the Multifunctional GMC Oxidase Mld7". Angewandte Chemie International Edition. 62 (44): e202308881. doi:10.1002/anie.202308881. ISSN 1433-7851. PMID 37534412 Check
|pmid=value (help).
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