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Acylfulvene
Acylfulvene is a class of cytotoxic semi-synthetic derivatives of illudin, a natural product that can be extracted from the jack o'lantern mushroom ''(Omphalotus olearius)''. One important acylfulvene, 6-hydroxymethylacylfulvene (irofulven), has been evaluated for the treatment of a wide assortment of cancers and tumors. It is thought that acylfulvene compounds kill cancer cells by DNA alkylation (see DNA methylation DNA methylation is a biological process by which methyl groups are added to the DNA molecule. Methylation can change the activity of a DNA segment without changing the sequence. When located in a gene promoter, DNA methylation typically acts t ...).Woynarowski, Jan M.; Napier, Cheryl; Koester, Steven K.; Chen, Shih-Fong; Troyer, Dean; Chapman, William; Macdonald, John R. Biochemical Pharmacology (1997), 54 (11), 1181-1193 CODEN: BCPCA6; . (Elsevier Science Inc.) References {{DEFAULTSORT:Acylfulvene Enones Tertiary alcohols Spiro compounds Cyclopropanes ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cytotoxic
Cytotoxicity is the quality of being toxic to cells. Examples of toxic agents are an immune cell or some types of venom, e.g. from the puff adder (''Bitis arietans'') or brown recluse spider (''Loxosceles reclusa''). Cell physiology Treating cells with the cytotoxic compound can result in a variety of cell fates. The cells may undergo necrosis, in which they lose membrane integrity and die rapidly as a result of cell lysis. The cells can stop actively growing and dividing (a decrease in cell viability), or the cells can activate a genetic program of controlled cell death (apoptosis). Cells undergoing necrosis typically exhibit rapid swelling, lose membrane integrity, shut down metabolism, and release their contents into the environment. Cells that undergo rapid necrosis in vitro do not have sufficient time or energy to activate apoptotic machinery and will not express apoptotic markers. Apoptosis is characterized by well defined cytological and molecular events including a change i ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Illudin
The illudins are a family of sesquiterpenes with antitumor antibiotic properties produced by some mushrooms. In their isolated form, illudins show selective toxicity for myelocytic leukemia and other carcinoma cells. Illudins are highly toxic, with little apparent therapeutic value in their natural form. Illudins are thought to be responsible for the toxicity of various ''Omphalotus'' species such as '' O. olearius'' and '' O. illudens'' (Jack o' Lantern mushrooms), and '' O. nidiformis'' (Australian ghost fungus). Active metabolites of illudins damage DNA via an unknown mechanism. In addition, genetic analysis suggests that the illudin-mediated DNA damage is ignored by global excision repair systems unless the lesions occur within stalled replication or transcription Transcription refers to the process of converting sounds (voice, music etc.) into letters or musical notes, or producing a copy of something in another medium, including: Genetics * Transcription (biology), t ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Omphalotus Olearius
''Omphalotus olearius'',Singer R (1948) In: ''Pap. Mich. Acad. Sci.'' 32: 133 ('1946'). commonly known as the jack-o'-lantern mushroom, is a poisonous Orange (color), orange gilled mushroom that to an untrained eye appears similar to some Cantharellus, chanterelles. It is notable for its bioluminescence, bioluminescent properties. It is found in woodland areas in Europe, where it grows on decaying stumps, on buried roots or at the base of hardwood trees. It has also been reported from the Western Cape, Western Cape Province, South Africa. A similar, but phylogenetically distinct species found in eastern North America is ''Omphalotus illudens''. Unlike chanterelles, ''Omphalotus olearius'' and other ''Omphalotus'' species contain the toxin illudin S, and are poisonous to humans. While not lethal, consuming this mushroom leads to very severe cramps, vomiting, and diarrhea. Description The jack-o'-lantern mushroom is orange. Its bioluminescence, a blue-green color, can be observ ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Irofulven
Irofulven or 6-hydroxymethylacylfulvene (also known as HMAF of MGI-114) is an experimental antitumor agent. It belongs to the family of drugs called alkylating agents. It inhibits the replication of DNA in cell culture. Irofulven is an analogue of illudin S, a sesquiterpene toxin found in the Jack 'o' Lantern mushroom (''Omphalotus illudens''). The compound was originally synthesized by Dr. Trevor McMorris and found to have anticancer properties in mice by Dr. Michael J Kelner. __TOC__ Licensing and Clinical development The drug was created and patented by the University of California, San Diego (UCSD), and subsequently licensed to the US biotech company MGI Pharma. Eisai acquired MGI in 2007, and the license was returned to UCSD, which then re-licensed the potential cancer drug to Lantern Pharma in 2015. Soon after, the drug was again sub-licensed to Oncology Venture. The drug has undergone a number of clinical trials, mostly for late-stage tumors as well as ovarian and pros ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alkylation
Alkylation is the transfer of an alkyl group from one molecule to another. The alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene (or their equivalents). Alkylating agents are reagents for effecting alkylation. Alkyl groups can also be removed in a process known as dealkylation. Alkylating agents are often classified according to their nucleophilic or electrophilic character. In oil refining contexts, alkylation refers to a particular alkylation of isobutane with olefins. For upgrading of petroleum, alkylation produces a premium blending stock for gasoline. In medicine, alkylation of DNA is used in chemotherapy to damage the DNA of cancer cells. Alkylation is accomplished with the class of drugs called alkylating antineoplastic agents. Nucleophilic alkylating agents Nucleophilic alkylating agents deliver the equivalent of an alkyl anion ( carbanion). The formal "alkyl anion" attacks an electrophile, forming a new covalent ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
DNA Methylation
DNA methylation is a biological process by which methyl groups are added to the DNA molecule. Methylation can change the activity of a DNA segment without changing the sequence. When located in a gene promoter, DNA methylation typically acts to repress gene transcription. In mammals, DNA methylation is essential for normal development and is associated with a number of key processes including genomic imprinting, X-chromosome inactivation, repression of transposable elements, aging, and carcinogenesis. As of 2016, two nucleobases have been found on which natural, enzymatic DNA methylation takes place: adenine and cytosine. The modified bases are N6-methyladenineD. B. Dunn, J. D. Smith: ''The occurrence of 6-methylaminopurine in deoxyribonucleic acids.'' In: ''Biochem J.'' 68(4), Apr 1958, S. 627–636. PMID 13522672. ., 5-methylcytosineB. F. Vanyushin, S. G. Tkacheva, A. N. Belozersky: ''Rare bases in animal DNA.'' In: ''Nature.'' 225, 1970, S. 948–949. PMID 4391887. and N4- ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tertiary Alcohols
In chemistry, an alcohol is a type of organic compound that carries at least one hydroxyl () functional group bound to a saturated carbon atom. The term ''alcohol'' originally referred to the primary alcohol ethanol (ethyl alcohol), which is used as a drug and is the main alcohol present in alcoholic drinks. An important class of alcohols, of which methanol and ethanol are the simplest examples, includes all compounds which conform to the general formula . Simple monoalcohols that are the subject of this article include primary (), secondary () and tertiary () alcohols. The suffix ''-ol'' appears in the IUPAC chemical name of all substances where the hydroxyl group is the functional group with the highest priority. When a higher priority group is present in the compound, the prefix ''hydroxy-'' is used in its IUPAC name. The suffix ''-ol'' in non-IUPAC names (such as paracetamol or cholesterol) also typically indicates that the substance is an alcohol. However, some compound ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Spiro Compounds
In organic chemistry, spiro compounds are compounds that have at least two molecular rings with only one common atom. The simplest spiro compounds are bicyclic (having just two rings), or have a bicyclic portion as part of the larger ring system, in either case with the two rings connected through the defining single common atom. The one common atom connecting the participating rings distinguishes spiro compounds from other bicyclics: from ''isolated ring compounds'' like biphenyl that have no connecting atoms, from ''fused ring compounds'' like decalin having two rings linked by two adjacent atoms, and from ''bridged ring compounds'' like norbornane with two rings linked by two non-adjacent atoms.For all four categories, see The specific chapters can be found aan respectively, same access date. For the description featuring adjacent atoms for all but the isolated category, see Clayden, op. cit. Spiro compounds may be fully carbocyclic (all carbon) or heterocyclic (havi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
