The Introduction of Sesquiterpenoids:
Sesquiterpenoids are a class of enormously diverse natural products derived from three isoprene units and exist in a wide variety of forms, including linear, monocyclic, bicyclic, and tricyclic frameworks. Sesquiterpenoids are arguably the richest natural products from plants and microorganisms. Today, thousands of sesquiterpenoids have been discovered, with more than 100 skeleton types. The chemical diversity of sesquiterpenoids starts with the diverse sesquiterpene hydrocarbon backbones, which are created by carbocation cascade reactions programmed in sesquiterpene synthases (STSs). Sesquiterpenoids, with abundant structural skeleton types and a wide range of bioactivities, are considered good candidates to be antibacterial and antifungal agents. In the past decades, many sesquiterpenoids have been isolated from plants and fungi that exhibit good antibacterial and antifungal activities.
Sesquiterpene lactones as the active ingredient in many treatments for other ailments such as diarrhea, burns, influenza, and neurodegradation. In addition to the anti-inflammatory response, sesquiterpene lactones have been found to sensitize tumor cells to conventional drug treatments. Sesquiterpenoids, and specifically sesquiterpene lactones from Asteraceae, may play a highly significant role in human health, both as part of a balanced diet and as pharmaceutical agents, due to their potential for the treatment of cardiovascular disease and cancer. These molecules are 15-carbon isoprenoid compounds that are typically found in plants and marine life. The diverse biological activities and natural abundance of sesquiterpene make them attractive targets for further research and development. As scientists continue to explore the potential of sesquiterpenoids, their applications are expected to expand, leading to new discoveries and innovations in various industries.
Fig 1 Sesquiterpenoids
Classification of Sesquiterpenoids:
Sesquiterpenoids may be classified into four major categories: acyclic, monocyclic, bicyclic and tricyclic sesquiterpenoids.
--Acyclic Sesquiterpenoids: Acyclic sesquiterpenoids are characterized by a linear structure without any rings. Acyclic sesquiterpenoids (nerolidol, farnesol, α- and β-sinesal) reveal very interesting odor qualities as well as good blending and fixative properties. Examples of acyclic sesquiterpenoids include farnesene, nerolidol, and germacrene D. However, a lack of inexpensive natural sources for their production and the complex multistage methods needed for their synthesis from chemical raw materials limit their use in perfumery.
--Monocyclic Sesquiterpenoids: They contain a single ring in their structure. They are commonly found in plants and fungi and play important roles in defense mechanisms and chemical signaling. The monocyclic sesquiterpenoids are abundant in sesquiterpenes with many physiological activities, including anti-inammatory, antioxidant, anti-ulcer, cytotoxic, and other physiological activities, among which anti-inammatory and cytotoxic activities are the most prominent. One well-known example is humulene, which is found in hops and contributes to the aroma of beer.
--Bicyclic Sesquiterpenoids: Bicyclic sesquiterpenes are terpenoids with three isoprene structural units and two carbon rings. The connection mode between two carbon rings can be parallel ring, bridge ring, spiral ring and joint ring, and the size of the ring can be a three to ten-membered ring, so there are many types of bicyclic sesquiterpenes. Nearly 20 kinds of bicyclic sesquiterpenes have been recorded in books on natural products, but there are more in monographs on terpenoid chemistry. Bicyclic sesquiterpenoids are widely distributed in nature and have been isolated from various sources, including plants, fungi, and marine organisms. Bicyclic sesquiterpenoids exhibit a range of biological activities, including antimicrobial, antifungal, and anti-inflammatory properties. Notable examples include caryophyllene, found in black pepper and cloves, and valencene, found in Valencia oranges. In addition, gossypol extracted from cotton seed is actually a dimolecular polymer of sesquiterpene.
--Tricyclic Sesquiterpenoids: Tricyclic sesquiterpenes constitute an important group of natural products. Tricyclic sesquiterpenoids are characterized by the presence of three rings in their structure. These compounds are often found in plants and exhibit diverse biological activities. Their structural diversity and biological activities have generated further interest in the field of drug discovery research, although the exact mechanisms of action of these species are not well known. Furthermore, these tricyclic structures, according to their chemical complexity, are a source of inspiration for chemists in the field of total synthesis for the development of innovative methodologies. Examples of tricyclic sesquiterpenoids include artemisinin, isolated from Artemisia annua, and taxol, derived from the Pacific yew tree. Each category of sesquiterpenoids offers unique chemical structures and biological properties, contributing to their wide range of applications. Some tricyclic sesquiterpenoids have shown potent anticancer properties, making them attractive candidates for drug development. From medicine to fragrance and flavor industries, these compounds have proven to be valuable resources with significant potential for further research and development. Understanding the different categories of sesquiterpenoids helps researchers and scientists explore their applications in various fields and harness their benefits for the betterment of society.
Product Description:
The applications of sesquiterpenoids span across multiple industries, making them invaluable in research, development, and innovation. In the field of medicine, sesquiterpenoids have shown immense potential as powerful therapeutic agents. Furthermore, in the fragrance and flavor industry, sesquiterpenoids play a pivotal role in creating captivating scents and enhancing culinary experiences. Our collection includes sesquiterpenoids known for their aromatic profiles, allowing perfumers and flavorists to craft unique and enticing fragrances and flavors. In addition, sesquiterpenoids find applications in agriculture and food preservation. These compounds possess insecticidal and antimicrobial properties, providing a natural and eco-friendly alternative for pest control and food safety. Incorporate sesquiterpenoids into your agricultural practices or food preservation methods to enhance crop protection and extend the shelf life of your products.
Sesquiterpenoids are organic compounds derived from the isoprene unit, characterized by their unique fifteen-carbon backbone. With their diverse structures and properties, sesquiterpenoids have become essential tools in the field of chemistry, offering a wide range of applications and benefits. Unlock the potential of sesquiterpenoids and harness the power of nature's chemistry with ALL Chemistry. Explore our extensive collection and experience the myriad applications and benefits these compounds offer. Use sesquiterpenes from ALL Chemistry to raise your research to a new height.
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Product Category
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CAS Number
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Product Name
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Purity
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Molecular Formula
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Sesquiterpenoids
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495-60-3
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Zingiberene
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≥95%
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C15H24
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Sesquiterpenoids
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515-69-5
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(+)-α-Bisabolol
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≥90%
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C15H26O
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Sesquiterpenoids
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41653-72-9
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Lacinilene C
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≥95%
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C15H18O3
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Sesquiterpenoids
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20554-84-1
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Parthenolide
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≥97%
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C15H20O3
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Sesquiterpenoids
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23720-80-1
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Nardosinone
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>98%
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C15H22O3
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Sesquiterpenoids
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29307-03-7
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Deoxyelephantopin
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>97%
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C19H20O6
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Sesquiterpenoids
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495-60-3
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Zingiberene
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98%
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C15H24
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Sesquiterpenoids
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63968-64-9
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Artemisinin
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98%
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C15H22O5
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Sesquiterpenoids
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53859-06-6
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Desoxo-narchinol A
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98%
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C12H16O2
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Sesquiterpenoids
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4666-84-6
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Cryptomeridiol
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98%
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C15H28O2
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Please contact us for further information if you have a purchase requirement, including pricing, samples, and technical specifications. We look forward to providing our sesquiterpenoid products. In addition, ALL Chemistry provides a seamless one-stop process development service, ALL Chemistry can provide synthesis and fine chemical services if the existing products can't meet your needs, we have expertise in the synthesis of a broad array of customized molecules, and we offer lab scale custom synthesis, biosynthesis, bioconjugation and analytical services.
Product Advantage:
Provide quality-guaranteed products, all products are provided with a quality analysis report (COA), use advanced instruments such as MS(Mass Spectrometry), HPLC and NMR (Nuclear Magnetic Resonance) for quality inspection.
Professional and reliable packaging ensures the safety and stability of products from transportation, storage to use.
ALL Chemistry provides sesquiterpenoid products with a purity greater than 95%.
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