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Phorbol
Phorbol is a natural, plant-derived organic compound. It is a member of the tigliane family of diterpenes. Phorbol was first isolated in 1934 as the hydrolysis product of croton oil, which is derived from the seeds of the purging croton, '' Croton tiglium''. The structure of phorbol was determined in 1967. Various esters of phorbol have important biological properties, the most notable of which is the capacity to act as tumor promoters through activation of protein kinase C. They mimic diacylglycerols, glycerol derivatives in which two hydroxyl groups have reacted with fatty acids to form esters. The most common and potent phorbol ester is 12-''O''-tetradecanoylphorbol-13-acetate (TPA), also called phorbol-12-myristate-13-acetate (PMA), which is used as a biomedical research tool in contexts such as models of carcinogenesis. History and source Phorbol is a natural product found in many plants, especially those of the Euphorbiaceae and Thymelaeaceae families. Phorbol is the ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phorbol Synthesis
Phorbol is a natural, plant-derived organic compound. It is a member of the tigliane family of diterpenes. Phorbol was first isolated in 1934 as the hydrolysis product of croton oil, which is derived from the seeds of the purging croton, '' Croton tiglium''. The structure of phorbol was determined in 1967. Various esters of phorbol have important biological properties, the most notable of which is the capacity to act as tumor promoters through activation of protein kinase C. They mimic diacylglycerols, glycerol derivatives in which two hydroxyl groups have reacted with fatty acids to form esters. The most common and potent phorbol ester is 12-''O''-tetradecanoylphorbol-13-acetate (TPA), also called phorbol-12-myristate-13-acetate (PMA), which is used as a biomedical research tool in contexts such as models of carcinogenesis. History and source Phorbol is a natural product found in many plants, especially those of the Euphorbiaceae and Thymelaeaceae families. Phorbol is the ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
12-O-Tetradecanoylphorbol-13-acetate
12-''O''-Tetradecanoylphorbol-13-acetate (TPA), also commonly known as tetradecanoylphorbol acetate, tetradecanoyl phorbol acetate, and phorbol 12-myristate 13-acetate (PMA) is a diester of phorbol. It is a potent tumor promoter often employed in biomedical research to activate the signal transduction enzyme protein kinase C (PKC). The effects of TPA on PKC result from its similarity to one of the natural activators of classic PKC isoforms, diacylglycerol. TPA is a small molecule drug. In ROS biology, superoxide was identified as the major reactive oxygen species induced by TPA/PMA but not by ionomycin in mouse macrophages. Thus, TPA/PMA has been routinely used as an inducer for endogenous superoxide production. TPA is also being studied as a drug in the treatment of hematologic cancer TPA has a specific use in cancer diagnostics as a B-cell specific mitogen in cytogenetic testing. To view the chromosomes, a cytogenetic test requires dividing cells. TPA is used to stimulate ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phorbol Esters
Phorbol esters are a class of chemical compounds found in a variety of plants, particularly in the families Euphorbiaceae and Thymelaeaceae. Chemically, they are ester derivatives of the tetracyclic diterpenoid phorbol. Biological activity Protein kinase C (PKC) is a phorbol ester receptor. Phorbol esters can stimulate PKC in a similar way to diglycerides. Phorbol esters are known for their ability to promote tumors. In particular, 12-O-tetradecanoylphorbol-13-acetate (TPA) is used as a biomedical research tool in models of carcinogenesis. Plants that contain phorbol esters are often poisonous Poison is a chemical substance that has a detrimental effect to life. The term is used in a wide range of scientific fields and industries, where it is often specifically defined. It may also be applied colloquially or figuratively, with a broa .... References {{Chem-stub Diterpenes Carboxylate esters Cyclopentenes Plant toxins ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Protein Kinase C
In cell biology, Protein kinase C, commonly abbreviated to PKC (EC 2.7.11.13), is a family of protein kinase enzymes that are involved in controlling the function of other proteins through the phosphorylation of hydroxyl groups of serine and threonine amino acid residues on these proteins, or a member of this family. PKC enzymes in turn are activated by signals such as increases in the concentration of diacylglycerol (DAG) or calcium ions (Ca2+). Hence PKC enzymes play important roles in several signal transduction cascades. In biochemistry, the PKC family consists of fifteen isozymes in humans. They are divided into three subfamilies, based on their second messenger requirements: conventional (or classical), novel, and atypical. Conventional (c)PKCs contain the isoforms α, βI, βII, and γ. These require Ca2+, DAG, and a phospholipid such as phosphatidylserine for activation. Novel (n)PKCs include the δ, ε, η, and θ isoforms, and require DAG, but do not require Ca2+ f ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tigilanol Tiglate
Tigilanol tiglate ( USAN; ), sold under the brand name Stelfonta is a medication used to treat dogs with non-metastatic, skin-based (cutaneous) mast cell tumors (MCTs). The FDA is also approving Stelfonta to treat non-metastatic MCTs located under the dog's skin (subcutaneous), in particular areas of a dog's leg. Stelfonta is injected directly into the MCT (intratumoral injection). Stelfonta works by activating a protein that spreads throughout the treated tumor, which disintegrates tumor cells. It is a tiglien-3-on derivative, with a tigliane backbone. Since the substance is obtained by extraction, impurities with other tiglian-3-one derivatives are possible. Initially, the synthesis was only used to confirm the structure and is possible via the Wender synthesis. In 2022, the Wender group reported an efficient semi-synthesis of tigilanol tiglate from phorbol (12% overall yield over 12 steps). Tigilanol tiglate was approved for use in dogs in the European Union in January 2020. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Manchineel
The manchineel tree (''Hippomane mancinella'') is a species of flowering plant in the spurge family (Euphorbiaceae). Its native range stretches from tropical southern North America to northern South America. The name "manchineel" (sometimes spelled "''manchioneel''" or "''manchineal''"), as well as the specific epithet ''mancinella'', are from Spanish manzanilla ("little apple"), from the superficial resemblance of its fruit and leaves to those of an apple tree. It is also called beach apple. A present-day Spanish name is ', "little apple of death". This refers to the fact that manchineel is one of the most toxic trees in the world: the tree has milky-white sap which contains numerous toxins and can cause blistering. The sap is present in every part of the tree bark, leaves, and fruit.Dean, Signe (4 January 2016"The horrifying experience a radiologist had after eating fruit from the 'tree of death'" ''Business Insider'' Description ''Hippomane mancinella'' grows up to tall. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tigliane
Tigliane is a diterpene that forms the structural basis for some natural chemical compounds such as phorbol.Qi-Run Li, Yung-Yi Cheng, Lei Zhao, Xiao-Lei Huang, Xiao-Gang Jiang, Ya-Dong Cui, Susan L. Morris-Natschke, Masuo Goto, Chin-Ho Chen, Kuo-Hsiung Lee, Dao-Feng Chen, Jian ZhangNew phorbol ester derivatives as potent anti-HIV agents ''Bioorganic & Medicinal Chemistry Letters'', 50, 2021, ; ISSN 0960-894X. See also * Abietane * Labdane * Ingenane * Phorbol esters * Tigilanol tiglate Tigilanol tiglate (USAN; ), sold under the brand name Stelfonta is a medication used to treat dogs with non-metastatic, skin-based (cutaneous) mast cell tumors (MCTs). The FDA is also approving Stelfonta to treat non-metastatic MCTs located under ... References {{reflist Diterpenes Cyclopropanes Cyclopentanes Tetracyclic compounds ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Croton Tiglium
''Croton tiglium'', known as purging croton, is a plant species in the family Euphorbiaceae. ''C. tiglium'' is also called jamaal gota in Bangladesh. Etymology The specific name ''tiglium'' is of obscure origin. It may come from the traditional name given by pharmacists to the seeds of the croton plant. According to one suggestion, it may be derived from the Greek ''tiglos'', diarrhea. According to another, it may refer to one of the Maluku islands in Indonesia, ostensibly the home habitat of the species. Traditional uses ''Croton tiglium'' is one of the 50 fundamental herbs used in traditional Chinese medicine, where it has the name'' bā dòu ''(). ''C. tiglium'' is known as ''japaala''/ජාපාල or ''jayapala'' in Sinhala and used in Sinhala traditional medical system of Sri Lanka and in Sanskrit. The seeds are called ''jamālgoṭa'' in Hindi, Marathi, and Urdu, and are well known for their toxicity (severe purgative effect). They are used to treat constipation after ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Thymelaeaceae
The Thymelaeaceae are a cosmopolitan family of flowering plants composed of 50 genera (listed below) and 898 species.Zachary S. Rogers (2009 onwards)A World Checklist of Thymelaeaceae (version 1) Missouri Botanical Garden Website, St. Louis. It was established in 1789 by Antoine Laurent de Jussieu.Antoine Laurent de Jussieu ''Genera Plantarum'', page 76. Herrisant & Barrois, Paris. The Thymelaeaceae are mostly trees and shrubs, with a few vines and herbaceous plants. Description This is not intended as a full botanical description, but only as a few notes on some of the conspicuous or unusual traits of the family when ''Tepuianthus'' is excluded. The bark is usually shiny and fibrous. Attempts to break the stem often result in a strip of bark peeling down the side.Ernst Schmidt, Mervyn Lotter and Warren McCleland The number of stamens is usually once or twice the number of calyx lobes. If twice, then they often occur in two well separated series. Exceptions include ''Gonystyl ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Diacylglycerol
A diglyceride, or diacylglycerol (DAG), is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Two possible forms exist, 1,2-diacylglycerols and 1,3-diacylglycerols. DAGs can act as surfactants and are commonly used as emulsifiers in processed foods. DAG-enriched oil (particularly 1,3-DAG) has been investigated extensively as a fat substitute due to its ability to suppress the accumulation of body fat; with total annual sales of approximately USD 200 million in Japan since its introduction in the late 1990s till 2009. Production Diglycerides are a minor component of many seed oils and are normally present at ~1–6%; or in the case of cottonseed oil as much as 10%. Industrial production is primarily achieved by a glycerolysis reaction between triglycerides and glycerol. The raw materials for this may be either vegetable oils or animal fats. Food additive Diglycerides, generally in a mix with monoglycerides (E471), ar ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Purging Croton
''Croton tiglium'', known as purging croton, is a plant species in the family Euphorbiaceae. ''C. tiglium'' is also called jamaal gota in Bangladesh. Etymology The specific name ''tiglium'' is of obscure origin. It may come from the traditional name given by pharmacists to the seeds of the croton plant. According to one suggestion, it may be derived from the Greek ''tiglos'', diarrhea. According to another, it may refer to one of the Maluku islands in Indonesia, ostensibly the home habitat of the species. Traditional uses ''Croton tiglium'' is one of the 50 fundamental herbs used in traditional Chinese medicine, where it has the name'' bā dòu ''(). ''C. tiglium'' is known as ''japaala''/ජාපාල or ''jayapala'' in Sinhala and used in Sinhala traditional medical system of Sri Lanka and in Sanskrit. The seeds are called ''jamālgoṭa'' in Hindi, Marathi, and Urdu, and are well known for their toxicity (severe purgative effect). They are used to treat constipation after ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Diglyceride
A diglyceride, or diacylglycerol (DAG), is a glyceride consisting of two fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Two possible forms exist, 1,2-diacylglycerols and 1,3-diacylglycerols. DAGs can act as surfactants and are commonly used as emulsifiers in processed foods. DAG-enriched oil (particularly 1,3-DAG) has been investigated extensively as a fat substitute due to its ability to suppress the accumulation of body fat; with total annual sales of approximately USD 200 million in Japan since its introduction in the late 1990s till 2009. Production Diglycerides are a minor component of many seed oils and are normally present at ~1–6%; or in the case of cottonseed oil as much as 10%. Industrial production is primarily achieved by a glycerolysis reaction between triglycerides and glycerol. The raw materials for this may be either vegetable oils or animal fats. Food additive Diglycerides, generally in a mix with monoglycerides ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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