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Egorin, Merrill J.; Sentz, Dorothy L.; Rosen, D. Marc; Ballesteros, Michael F.; Kearns, Christine M.; Callery, Patrick S.; Eiseman, Julie L. (1996). "Plasma pharmacokinetics, bioavailability, and tissue distribution in CD2F1 mice of halomon, an antitumor halogenated monoterpene isolated from the red
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that produces halomon is difficult to locate, identify, and collect and the concentration of halomon in the organism is extremely low. Therefore, obtaining a sufficient amount of halomon to conduct preclinical research has been difficult. Consequently, there has been active interest in developing
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which may be toxic to individual cells or to living organisms. The red algae that naturally produce halomon and other related compounds probably do so as a poisonous defense against fish or other marine life that may see it as a potential source of food. Halomon, however, is a selective toxin;
543:
Fuller, Richard W.; Cardellina, John H., II; Jurek, Jaroslaw; Scheuer, Paul J.; Alvarado-Lindner, Belinda; McGuire, Mary; Gray, Glenn N.; Steiner, Jorge Rios; Clardy, Jon; et al. (1994). "Isolation and
Structure/Activity Features of Halomon-Related Antitumor Monoterpenes from the Red Alga
494:; Snader, Kenneth M.; Boyd, Michael R. (1992). "A pentahalogenated monoterpene from the red alga Portieria hornemannii produces a novel cytotoxicity profile against a diverse panel of human tumor cell lines".
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Andrianasolo, Eric H.; France, Dennis; Cornell-Kennon, Susan; Gerwick, William H. (2006). "DNA Methyl
Transferase Inhibiting Halogenated Monoterpenes from the Madagascar Red Marine Alga
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Schlama, Thierry; Baati, Rachhid; Gouveneur, Veronique; Valleix, Alain; Flack, John R.; Mioskowski, Charles (1998). "Total synthesis of (± )-halomon by a
Johnson-Claisen rearrangement".
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679:; Michael H. Parker (1997). "Synthesis of Several Naturally Occurring Polyhalogenated Monoterpenes of the Halomon Class".
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Sotokawa, Takayuki; Noda, Takeshi; Pi, Sun; Hirama, Masahiro (2000). "A three-step synthesis of halomon".
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synthetic methods in the laboratory for the preparation of halomon and related compounds.
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have indicated that it is more toxic to certain types of tumor cells than to other cells.
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InChI=1S/C10H15Br2Cl3/c1-7(13)10(15,6-11)5-4-8(12)9(2,3)14/h8H,1,4-6H2,2-3H3/t8-,10-/m1/s1
423:. Halomon has attracted research interest because of its promising profile of selective
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InChI=1/C10H15Br2Cl3/c1-7(13)10(15,6-11)5-4-8(12)9(2,3)14/h8H,1,4-6H2,2-3H3/t8-,10-/m1/s1
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10.1002/(SICI)1521-3773(19980817)37:15<2085::AID-ANIE2085>3.0.CO;2-J
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Fuller, Richard W.; Cardellina, John H., II; Kato, Yoko; Brinen, Linda S.;
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10.1002/1521-3773(20001002)39:19<3430::AID-ANIE3430>3.0.CO;2-3
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Except where otherwise noted, data are given for materials in their
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Recent research has shown that halomon and a related halogenated
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58:)-6-Bromo-3-(bromomethyl)-2,3,7-trichloro-7-methyloct-1-ene
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56 to 57 °C (133 to 135 °F; 329 to 330 K)
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Halomon is in a class of chemical compounds known as
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582:: CS1 maint: multiple names: authors list (
528:: CS1 maint: multiple names: authors list (
470:for the pharmacological effects of halomon.
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809:Halomon at Harvard University's ChemBank
643:Angewandte Chemie International Edition
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427:that suggests its potential use as an
258:Key: OVLCIYBVQSJPKK-PSASIEDQSA-N
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600:Cancer Chemotherapy and Pharmacology
824:Halogen-containing natural products
268:Key: OVLCIYBVQSJPKK-PSASIEDQBC
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414:first isolated from the marine
366:(at 25 °C , 100 kPa).
289:Cl(C(Cl)=C)(CC(Br)C(Cl)(C)C)CBr
598:algae Portieria hornemannii".
550:Journal of Medicinal Chemistry
496:Journal of Medicinal Chemistry
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681:Journal of Organic Chemistry
336:401.3931 g/mol
755:Journal of Natural Products
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804:Halomon at Reciprocal Net
445:National Cancer Institute
438:, which are often potent
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751:Portieria hornemannii
612:10.1007/s002800050537
546:Portieria hornemannii
420:Portieria hornemannii
800:at Wikimedia Commons
464:demethylating agents
46:Preferred IUPAC name
562:10.1021/jm00051a019
508:10.1021/jm00094a012
468:mechanism of action
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393:Infobox references
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796:Media related to
767:10.1021/np0503956
722:(19): 3430–3432.
716:Angewandte Chemie
687:(21): 7094–7095.
649:(15): 2085–2087.
556:(25): 4407–4411.
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134:ChEMBL136685
73:Identifiers
65:Other names
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844:Haloalkenes
492:Clardy, Jon
462:may act as
460:monoterpene
436:halocarbons
412:monoterpene
346:1.824 g/cm
298:Properties
90:142439-86-9
67:(−)-Halomon
818:Categories
474:References
332:Molar mass
199:77KCC2N62J
145:ChemSpider
101:3D model (
80:CAS Number
416:red algae
775:16643029
736:11091378
701:11671809
663:29711050
628:19982545
17:Halomon
798:Halomon
620:8995499
570:7996553
516:1501227
405:Halomon
386:what is
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342:Density
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166:PubChem
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381:verify
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282:SMILES
179:132430
154:116941
125:ChEMBL
40:Names
624:S2CID
452:algae
407:is a
247:InChI
103:JSmol
771:PMID
732:PMID
697:PMID
659:PMID
616:PMID
584:link
566:PMID
530:link
512:PMID
450:The
190:UNII
763:doi
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724:doi
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216:EPA
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