SCOPUS 정보 검색 플랫폼

Bioorganic and Medicinal Chemistry Letters

Volumn 4, Issue 16, 1994, Pages 2005-2010

Preparation of a novel series of phosphonate norstatine renin inhibitors

(4) Wester, Ronald T a Chambers, Robert J a Green, Michael D a Murphy, William R a

a PFIZER GLOBAL RESEARCH AND DEVELOPMENT (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

NORSTATINE DERIVATIVE; PHOSPHONIC ACID DERIVATIVE; RENIN INHIBITOR; TERLAKIREN; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; BLOOD PRESSURE; CONTROLLED STUDY; DRUG SYNTHESIS; ENZYME INHIBITION; GUINEA PIG; HUMAN; HUMAN TISSUE; INTRAVENOUS DRUG ADMINISTRATION; MONKEY; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; ORAL DRUG ADMINISTRATION; PLASMA RENIN ACTIVITY; STRUCTURE ACTIVITY RELATION;

EID: 0028074403 PISSN: 0960894X EISSN: None Source Type: Journal
DOI: 10.1016/S0960-894X(01)80553-9 Document Type: Article

Times cited : (44)

References (30)

1
- 0026569133
- (1992) Trends Cardiovasc. Med. , vol.2 , pp. 94
- Paul¹ Bachmann² Ganten³

2
- 0027534353
- (1993) Regulatory Peptides , vol.43 , pp. 1
- Philllips¹ Speakman² Kimura³

3
- 77956796530
- (1992) Annu. Rep. Med. Chem. , vol.27 , pp. 59
- Greenlee¹ Siegl²

4
- 0003533978
- Wiley-Liss, New York
- (1992) Angiotensin Converting Enzyme Inhibitors
- Opie¹

5
- 0027461786
- (1993) Current Opinion in Therapeutic Patents , vol.3 , pp. 137
- Baldwin¹

6
- 0025360877
- (1990) Med. Res. Rev. , vol.10 , pp. 173
- Greenlee¹

7
- 0027090211
- (1992) Am. J. Hypertension , vol.5 , pp. 209S
- Wexler¹ Carini² Duncia³ Johnson⁴ Wells⁵ Chiu⁶ Wong⁷ Timmermans⁸

8
- 0026482917
- (1992) Current Opinion in Therapeutic Patents , vol.2 , pp. 1693
- Buhlmayer¹

9
- 0026625690
- (1992) J. Med. Chem. , vol.35 , pp. 2562
- Patt¹ Hamilton² Taylor³ Ryan⁴ Taylor⁵ Connolly⁶ Doherty⁷ Klutchko⁸ Sircar⁹ Steinbaugh¹⁰ Batley¹¹ Painchaud¹² Rapundalo¹³ Michniewicz¹⁴ Olson¹⁵

10
- 0026600146
- (1992) Journal of Medicinal Chemistry , vol.35 , pp. 559
- Kleeman¹ Heitsch² Henning³ Kramer⁴ Kocher⁵ Lerch⁶ Linz⁷ Nickel⁸ Ruppert⁹ Urbach¹⁰ Utz¹¹ Wagner¹² Weck¹³ Wiegand¹⁴

11
- 0026584579
- (1992) J. Med. Chem. , vol.35 , pp. 2
- Doherty¹ Sircar² Kornberg³ Quin⁴ Winters⁵ Kaltenbronn⁶ Taylor⁷ Batley⁸ Rapundalo⁹ Ryan¹⁰ Painchaud¹¹

12
- 84908819571
- presented at, Basel
- The Renin-Angiotensin System as a Therapeutic Target
- Wester¹ Hoover² Murphy³ Holt⁴ Rosati⁵ Dominy⁶

13
- 84908826624
- G. Lubec, G.A. Rosenthal, ESCOM Science Publishers, Lieden
- (1990) Amino Acids: Chemistry Biology and Medicine , pp. 676-688
- Murphy¹ Wester² Rosati³ Hoover⁴ Purcell⁵ MacAndrew⁶ Schelhorn⁷ Wilder⁸ Smith⁹ Holt¹⁰

14
- 84908854291
- Two papers concerning phosphonate groups in statine derivatives of renin inhibitors have appeared:
- (1990) Tetrahedron Lett. , vol.5587
- Patel¹ Rielly-Gauvin² Ryono³

15
- 0025069979
- (1990) J. Med. Chem. , vol.33 , pp. 534
- Dellaria¹ Maki² Stein³ Cohen⁴ Whittern⁵ Marsh⁶ Hoffman⁷ Plattner⁸ Perun⁹

16
- 84908854290
- 8PS+H) calcd 655.2933, found 655.2974.

17
- 85077749992
- (1982) Synthesis , pp. 165
- Texier-Boullet¹ Foucaud²

18
- 85083051620
- (1982) Synthesis , pp. 916
- Texier-Boullet¹ Foucaud²

19
- 0002052647
- (1986) Tetrahedron Lett. , pp. 1789
- Villemin¹ Racha²

20
- 0001097742
- (1986) Tetrahedron Lett. , pp. 3515
- Texier-Boullet¹ Lequitte²

21
- 0037768402
- (1989) Chem. Rev. , vol.89 , pp. 149
- Jurczak¹ Golebiowski²

22
- 0023550081
- The coupling constants for the ring protons in the components in 7 supported the assigned stereochemistry: 7trans (major), J = 6.1 Hz; 7cis (minor), 8.7 Hz.
- (1987) J. Med. Chem. , vol.30 , pp. 1978
- Kempf¹ de² Stein³ Cohen⁴ Plattner⁵

23
- 0023259241
- and reference 7a.
- (1987) Journal of the Chemical Society, Chemical Communications , pp. 683
- Sham¹ Rempel² Stein³ Cohen⁴

24
- 84908854289
- The indicated NOE's were observed for 7trans and 7cis. The arrow tails indicate irradiated protons and the arrow heads point to enhanced protons. The numbers over the arrows are magnitudes in percent.

25
- 84908854288
- The stereochemistries of the major isomers in 5b-f were assigned by analogy to 5a.

26
- 84908854287
- Reported IC50's values are the means of at least three determinations. Calculated SEM's range from 12% to 30% of the mean IC50 value.

27
- 84908854286
- Compounds 13 and 14 were prepared by substituting the approximately protected amino acid in Scheme 2.

28
- 84908854285
- The corresponding 5-membered ring phosphonate was our original target. However, the required 5-membered cyclic phosphite 4 was very unstable and addition to aldehyde 5 could not be achieved.
- (1975) J. Org. Chem. USSR (Eng.) , vol.11 , pp. 2235
- Nifant'ev¹ Nasonovskii² Miklashevskii³ Zavalishina⁴ Smirova⁵

29
- 84908854284
- The presence of a few percent of 2f having been responsible for the majority of the epimer's 14 nM activity could not be ruled out due to estimated HPLC and NMR detection limits of 10%.

30
- 84908854283
- Compound 2a was isolated as a 3:1 mixture of S- to R-hydroxyl group epimers. See Table 1.

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.