4247-19-2Relevant articles and documents
Synthesis and enantioselective gas chromatography of stereoisomers of 7,11-dimethylheptadecane - A pheromone component of Lambdina species
Chow, Sharon,Koenig, Wilfried A.,Kitching, William
, p. 1198 - 1201 (2004)
The stereoisomers of 7,11-dimethylheptadecane exhibit a useful level of separation under enantioselective gas chromatographic conditions, using a modified cyclodextrin phase. Synthesis of the (7R,11R) isomer and coinjection studies establish the order of elution as (7S,11S), (7R,11R), and finally the meso form, the latter being a sex-pheromone component of Lambdina species. Enantiomeric assays of natural samples containing this hydrocarbon system will now be possible. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
Design and synthesis of new mitomycin dimers containing a seven-membered cyclic disulfide and a diol linkers
Kim, Jae Jin,Kim, Hyoung Rae,Arai, Hitoshi,Lee, Sang Hyup
, p. 1413 - 1420 (2013/01/15)
We report the design and synthesis of two new mitomycin dimers, 7-N,7′-N′-(1″,2″-dithiepanyl- 3″,7″- dimethylenyl)bismitomycin C (8) and 7-N,7′-N′-(2″,6″- dihydroxy-1″,7″-heptanediyl)bismitomycin C (9). Mitomycins 8 and 9 are dimers connected by a seven-membered cyclic disulfide (a 1,2-dithiepane) and a 2,6-dihydroxyheptane linkers, respectively. Mitomycin 8 was designed to undergo efficient nucleophilic activation and following alkylation to give DNA adducts such as DNA interstrand cross-link (DNA ISC) adducts. The key moiety in 8 is a seven-membered cyclic disulfide linker that can generate two thiol groups in a molecule through disulfide cleavage. The two thiols can serve as probes to activate two mitomycin rings by intramolecular cyclization to quinone rings. The mitomycin 8 was synthesized using mitomycin A (1) and the key intermediate, cyclic disulfide 11 that was prepared through a nine-step synthetic sequence from 1,6- heptadiene (12). The diol mitomycin 9 was also synthesized from 1 and diamine salt 15.