491578-02-0Relevant articles and documents
6′-Fluoro-3-deazaneplanocin: Synthesis and antiviral properties, including Ebola
Liu, Chong,Chen, Qi,Cardinale, Steven,Bowlin, Terry L.,Schneller, Stewart W.
, p. 3674 - 3675 (2018/11/03)
A convenient stereospecific synthesis of 6′-fluoro-3-deazaneplanocin (6) has been accomplished from D-ribose in 15 steps. It is reported to possess significant activity towards Ebola (Zaire, Vero, μM: EC50 50 125; SI > 347)
Regio- and stereoselective synthesis of 2′-β-substituted-fluoroneplanocin A analogues as potential anticancer agents
Nayak, Akshata,Sahu, Pramod K.,Song, Jayoung,Lee, Sang Kook,Jeong, Lak Shin
, p. 9236 - 9248 (2015/09/07)
A series of 2′-β-substituted-6′-fluoro-cyclopentenyl-pyrimidines and -purines 8 and 9 were successfully synthesized from D-ribose in a regio- and stereoselective manner. The functionalization at the C2-position of 6′-fluoro-cyclopentenyl nucleosides was a
Fluorocyclopentenyl-cytosine with broad spectrum and potent antitumor activity
Choi, Won Jun,Chung, Hwa-Jin,Chandra, Girish,Alexander, Varughese,Zhao, Long Xuan,Lee, Hyuk Woo,Nayak, Akshata,Majik, Mahesh S.,Kim, Hea Ok,Kim, Jin-Hee,Lee, Young B.,Ahn, Chang H.,Lee, Sang Kook,Jeong, Lak Shin
, p. 4521 - 4525 (2012/08/13)
On the basis of the potent biological activity of cyclopentenyl- pyrimidines, fluorocyclopentenyl-pyrimidines were designed and synthesized from d-ribose. Among these, the cytosine derivative 5a showed highly potent antigrowth effects in a broad range of
X-ray crystal structure and binding mode analysis of human S-adenosylhomocysteine hydrolase complexed with novel mechanism-based inhibitors, haloneplanocin A analogues
Lee, Kang Man,Choi, Won Jun,Lee, Yoonji,Lee, Hyun Joo,Zhao, Long Xuan,Lee, Hyuk Woo,Park, Jae Gyu,Kim, Hea Ok,Hwang, Kwang Yeon,Heo, Yong-Seok,Choi, Sun,Jeong, Lak Shin
, p. 930 - 938 (2011/04/24)
The X-ray crystal structure of human S-adenosylhomocysteine (AdoHcy) hydrolase was first determined as a tetrameric form bound with the novel mechanism-based inhibitor fluoroneplanocin A (4b). The crystallized enzyme complex showed the closed conformation
Synthesis and antitumor activity of fluorocyclopentenyl-pyrimidines
Jeong, Lak Shin,Zhao, Long Xuan,Choi, Won Jun,Pal, Shantanu,Park, Yeon Hee,Lee, Sang Kook,Chun, Moon Woo,Lee, Young B.,Ahn, Chang Ho,Moon, Hyung Ryong
, p. 713 - 716 (2008/03/27)
Synthesis of fluorocyclopentenyl pyrimidine nucleosides 6-9 was enantiopurely accomplished employing oxidative rearrangement, RCM reaction and electrophilic fluorination starting from D-ribose. Cytosine analog 8 was found to exhibit significant anticancer
Synthesis and biological evaluation of halo-neplanocin A as novel mechanism-based inhibitors of S-Adenosylhomocysteine hydrolase
Jeong, Lak Shin,Moon, Hyung Ryong,Park, Jae Gyu,Shin, Dae Hong,Choi, Won Jun,Lee, Kang Man,Kim, Hea Ok,Chun, Moon Woo,Kim, Hee-Doo,Kim, Joong Hyup
, p. 589 - 592 (2007/10/03)
Halogenated analogues of neplanocin A were synthesized from the key intermediate 1, among which fluoro-neplanocin A was found to be novel mechanism-based irreversible inhibitor of S-Adenosylhomocysteine hydrolase.
Design, synthesis, and biological evaluation of fluoroneplanocin A as the novel mechanism-based inhibitor of S-adenosylhomocysteine hydrolase
Jeong, Lak Shin,Yoo, Su Jeong,Lee, Kang Man,Koo, Mi Jeong,Choi, Won Jun,Kim, Hea Ok,Moon, Hyung Ryong,Lee, Min Young,Park, Jae Gyu,Lee, Sang Kook,Chun, Moon Woo
, p. 201 - 203 (2007/10/03)
Fluoroneplanocin A (12) was designed as a novel mechanism-based inhibitor of S-adenosylhomocysteine hydrolase (SAH) and efficiently synthesized via an electrophilic vinyl fluorination reaction (n-BuLi, N-fluorobenzenesulfonimide at -78 °C). Fluoroneplanoc