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1

Synthesis of Deuterium-Labeled Androst-5-ene-17.BETA.,19-diol and Its 4-Ene Isomer as Internal Standards for the Determination of the 19-Oxygenation of Aromatase Inhibitors Using GC-MS.

NAGAOKA, Masao, MORIO, Makoto, NUMAZAWA, Mitsuteru

Journal:

CHEMICAL & PHARMACEUTICAL BULLETIN

Year:

1999

File:

PDF, 749 KB

1999

2

ChemInform Abstract: Development of Aromatase Inhibitors and Analysis of Their Inhibitory Activities

Mitsuteru Numazawa

Journal:

Year:

1999

File:

PDF, 24 KB

1999

3

ChemInform Abstract: Deoxygenation of Steroidal Ring-D 16,17-Ketols with Trimethylsilyl Iodide.

Masao Nagaoka, Etsuko Nagasawa, Mitsuteru Numazawa

Journal:

Year:

1999

File:

PDF, 28 KB

1999

4

ChemInform Abstract: Synthesis of Deuterium-Labeled Androst-5-ene-17β,19-diol and Its 4-Ene Isomer as Internal Standards for the Determination of the 19-Oxygenation of Aromatase Inhibitors Using GC-MS.

Masao Nagaoka, Makoto Morio, Mitsuteru Numazawa

Journal:

Year:

1999

File:

PDF, 32 KB

1999

5

ChemInform Abstract: Formation of 17β-Alkoxy-16-keto Steroids by Reaction of 16α-Hydroxy-17-keto and 17β-Hydroxy-16-keto Steroids with Trimethylsilyl Iodide in the Presence of Alkyl Alcohols.

Masao Nagaoka, Michiko Endo, Mitsuteru Numazawa

Journal:

Year:

2001

File:

PDF, 31 KB

2001

6

ChemInform Abstract: Synthesis of 19-Oxygenated 4β,5β-Epoxy Derivatives of 16α-Hydroxyandrostenedione as Mechanistic and Catalytic Probes for Aromatase Reaction.

Mitsuteru Numazawa, Akiko Yoshimura

Journal:

Year:

2001

File:

PDF, 36 KB

2001

7

Improved Synthesis and Molecular Modeling of 4β,19-Dihydroxyandrost-5-en-17-one, an Excellent Inhibitor of Aromatase.

Mitsuteru Numazawa, Keiko Yamada, Yoko Watari, Momoko Ando

Journal:

Year:

2002

File:

PDF, 35 KB

2002

8

C(10)—C(19) Bond Cleavage Reaction of 19-Oxygenated Androst-4-ene-3,6-dione Steroids under Various Conditions.

Masao Nagaoka, Mitsuteru Numazawa

Journal:

Year:

2005

File:

PDF, 153 KB

2005

9

A simple radiometric assay for estradiol 2-hydroxylase activity

Mitsuteru Numazawa, Yoko Kiyono, Toshio Nambara

Journal:

Analytical Biochemistry

Year:

1980

Language:

english

File:

PDF, 606 KB

english, 1980

10

Use of novel picolinoyl derivatization for simultaneous quantification of six corticosteroids by liquid chromatography-electrospray ionization tandem mass spectrometry

Kouwa Yamashita, Madoka Takahashi, Satoshi Tsukamoto, Mitsuteru Numazawa, Mitsunobu Okuyama, Seijiro Honma

Journal:

Journal of Chromatography A

Year:

2007

Language:

english

File:

PDF, 735 KB

english, 2007

11

Development of sensitive derivatization method for aldosterone in liquid chromatography–electrospray ionization tandem mass spectrometry of corticosteroids

Kouwa Yamashita, Mitsunobu Okuyama, Risa Nakagawa, Seijiro Honma, Fumitoshi Satoh, Ryo Morimoto, Sadayoshi Ito, Madoka Takahashi, Mitsuteru Numazawa

Journal:

Journal of Chromatography A

Year:

2008

Language:

english

File:

PDF, 636 KB

english, 2008

12

Fusaric Acid as a Novel Proton-Affinitive Derivatizing Reagent for Highly Sensitive Quantification of Hydroxysteroids by LC-ESI-MS/MS

Kouwa Yamashita, Keiko Yamazaki, Sachiko Komatsu, Mitsuteru Numazawa

Journal:

Journal of the American Society for Mass Spectrometry

Year:

2010

Language:

english

File:

PDF, 396 KB

english, 2010

13

High-performance liquid chromatographic determination of aromatization of 16α-hydroxylated androgens with human placental microsomes

Mitsuteru Numazawa, Ryoko Osada, Masachika Tsuji, Yoshio Osawa

Journal:

Analytical Biochemistry

Year:

1985

Language:

english

File:

PDF, 526 KB

english, 1985

14

Determination of estradiol 2- and 16α-hydroxylase activities in rat liver microsomes using high-performance liquid chromatography

Mitsuteru Numazawa, Satoshi Satoh, Yuko Ogura, Masao Nagaoka

Journal:

Analytical Biochemistry

Year:

1985

Language:

english

File:

PDF, 517 KB

english, 1985

15

Synthesis and biochemical studies of 16- or 19-substituted androst-4-enes as aromatase inhibitors

Numazawa, Mitsuteru, Mutsumi, Ayako, Hoshi, Kumiko, Oshibe, Mariko, Ishikawa, Etsushi, Kigawa, Hiroki

Journal:

Journal of Medicinal Chemistry

Year:

1991

Language:

english

File:

PDF, 1.12 MB

english, 1991

16

6α,7 ga-Cyclopropane derivatives of androst-4-ene: A novel class of competitive aromatase inhibitors

Mitsuteru Numazawa, Ayako Mutsumi

Journal:

Biochemical and Biophysical Research Communications

Year:

1991

Language:

english

File:

PDF, 359 KB

english, 1991

17

Metabolism of 2-hydroxy-3-deoxyestradiol by rat liver microsomes

Mitsuteru Numazawa, Naoto Soeda, Shinran Moro, Toshio Nambara

Journal:

Biochemical Pharmacology

Year:

1977

Language:

english

File:

PDF, 675 KB

english, 1977

18

Properties of enzyme systems involved in the formation of catechol estrogen glutathione conjugates in rat liver microsomes

Mitsuteru Numazawa, Ryoko Shirao, Naoto Soeda, Toshio Nambara

Journal:

Biochemical Pharmacology

Year:

1978

Language:

english

File:

PDF, 743 KB

english, 1978

19

Metabolic aspects of the 1β-proton and the 19-methyl group of androst-4-ene-3,6,17-trione during aromatization by placental microsomes and inactivation of aromatase

Mitsuteru Numazawa, Koji Midzuhashi, Masao Nagaoka

Journal:

Biochemical Pharmacology

Year:

1994

Language:

english

File:

PDF, 1.01 MB

english, 1994

20

Mechanism for aromatase inactivation by a suicide substrate, androst-4-ene-3,6,17-trione: The 4β,5β-epoxy-19-oxo derivative as a reactive electrophile irreversibly binding to the active site

Mitsuteru Numazawa, Ayako Mutsumi, Mii Tachibana

Journal:

Biochemical Pharmacology

Year:

1996

Language:

english

File:

PDF, 802 KB

english, 1996

21

Determination of estrogen ring D glucuronides in pregnancy plasma by direct radioimmunoassay without hydrolysis

Mitsuteru Numazawa, Touichi Tanaka, Toshio Nambara

Journal:

Clinica Chimica Acta

Year:

1979

Language:

english

File:

PDF, 568 KB

english, 1979

22

Preparation of antiserum specific for oestradiol 17-glucuronide

Mitsuteru Numazawa, Tadashi Ohkubo, Toshio Nambara

Journal:

Year:

1977

Language:

english

File:

PDF, 221 KB

english, 1977

23

Picogram order enzyme immunoassay of oestradiol

Mitsuteru Numazawa, Akiko Haryu, Kazue Kurosaka, Toshio Nambara

Journal:

Year:

1977

Language:

english

File:

PDF, 175 KB

english, 1977

24

A new mechanism of in vitro formation of catechol estrogen glutathione conjugates by rat liver microsomes

Numazawa Mitsuteru, Nambara Toshio

Journal:

Journal of Steroid Biochemistry

Year:

1977

Language:

english

File:

PDF, 691 KB

english, 1977

25

Preparation of specific antisera to estradiol 17-glucuronide

Nambara Toshio, Numazawa Mitsuteru, Tanaka Touichi, Ohkubo Tadashi

Journal:

Journal of Steroid Biochemistry

Year:

1978

Language:

english

File:

PDF, 644 KB

english, 1978

26

Properties of estradiol 2-hydroxylase and 2-hydroxy-3-deoxyestradiol 3-hydroxylase in rat liver

Mitsuteru Numazawa, Naoto Soeda, Yoko Kiyono, Toshio Nambara

Journal:

Journal of Steroid Biochemistry

Year:

1979

Language:

english

File:

PDF, 821 KB

english, 1979

27

2-Hydroxylation of estradiol by rat kidney and lung

Numazawa Mitsuteru, Kiyono Yoko, Nambara Toshio

Journal:

Journal of Steroid Biochemistry

Year:

1980

Language:

english

File:

PDF, 554 KB

english, 1980

28

Properties of NADH-dependent estradiol 2-hydroxylase in rat liver

Numazawa Mitsuteru, Soeda Naoto, Kiyono Yoko, Nambara Toshio

Journal:

Journal of Steroid Biochemistry

Year:

1982

Language:

english

File:

PDF, 633 KB

english, 1982

29

Equilin and equilenin biosynthesis. Stereochemistry of aromatization of 3-hydroxy-3,5,7-androstatrien-17-one by horse placenta

Numazawa Mitsuteru, Osawa Yoshio

Journal:

Journal of Steroid Biochemistry

Year:

1987

Language:

english

File:

PDF, 868 KB

english, 1987

30

Studies on aromatase inhibition with 4-androstene-3,6,17-trione: Its 3β-reduction and time-dependent irreversible binding to aromatase with human placental microsomes

Mitsuteru Numazawa, Masachika Tsuji, Ayako Mutsumi

Journal:

Journal of Steroid Biochemistry

Year:

1987

Language:

english

File:

PDF, 954 KB

english, 1987

31

Kinetic studies of inhibition of estradiol 2-and 16α-hydroxylases in rat liver microsomes with various cytochrome P-450 inhibitors

Numazawa Mitsuteru, Satoh Satoshi

Journal:

Journal of Steroid Biochemistry

Year:

1988

Language:

english

File:

PDF, 563 KB

english, 1988

32

Kinetic studies of inhibition of estradiol 2- and 16α-hydroxylases with 17α-ethynyl and 17β-cyano steroids: Preferential inhibition of the 16α-hydroxylase

Numazawa Mitsuteru, Satoh Satoshi

Journal:

Journal of Steroid Biochemistry

Year:

1989

Language:

english

File:

PDF, 714 KB

english, 1989

33

2-bromo- and 16-bromo-estrogens and related compounds: Potential inhibitors for both estradiol 2- and 16α-hydroxylases in rat liver microsomes

Numazawa Mitsuteru, Satoh Satoshi

Journal:

Journal of Steroid Biochemistry

Year:

1989

Language:

english

File:

PDF, 668 KB

english, 1989

34

Determination of aromatization of 19-oxygenated 16α-hydroxyandrostenedione with human placental microsomes by high-performance liquid chromatography coupled with coulometric detection

Numazawa Mitsuteru, Konno Tomomi, Furihata Ruriko, Ishikawa Sonoko

Journal:

Journal of Steroid Biochemistry

Year:

1990

Language:

english

File:

PDF, 715 KB

english, 1990

35

Synthesis and evaluation of bromoacetoxy 4-androsten-3-ones as active site-directed inhibitors of human placental aromatase

Mitsuteru Numazawa, Masachika Tsuji, Yoshio Osawa

Journal:

Year:

1986

Language:

english

File:

PDF, 718 KB

english, 1986

36

Synthesis of 16α,19-dihydroxy-4-androstene-3,17-dione and 3β,16α,19-trihydroxy-5-androsten-17-one and their 17β-hydroxy-16-keto isomers

Mitsuteru Numazawa, Ayako Mutsumi, Mieko Ogata, Yoshio Osawa

Journal:

Year:

1987

Language:

english

File:

PDF, 650 KB

english, 1987

37

3β-hydroxyandrost-4-en-6-one derivatives as aromatase inhibitors

Mitsuteru Numazawa, Ayako Mutsumi, Masachika Tsuji

Journal:

Year:

1989

Language:

english

File:

PDF, 519 KB

english, 1989

38

Synthesis of 3β,16β,19-trihydroxyandrost -5-en-17-one and 16β3,19-dihydroxyandrost-4-ene-3,17-dione and their 19-oxo derivatives

Numazawa Mitsuteru, Mutsumi Ayako, Hoshi Kumiko, Ishimura Shigechika, Shoji Satomi, Sekihara Hisahiko

Journal:

Year:

1990

Language:

english

File:

PDF, 830 KB

english, 1990

39

A time-dependent inactivation of aromatase by 19-substituted androst-4-ene-3,6,17-triones

Numazawa Mitsuteru, Mutsumi Ayako, Asano Naomi, Ito Yuri

Journal:

Year:

1993

Language:

english

File:

PDF, 918 KB

english, 1993

40

1,4-Addition reaction with thiols and conformational analysis with PM3 molecular orbital calculations of 19-oxygenated androst-4-ene-3,6,17-triones

Mitsuteru Numazawa, Mariko Oshibe, Hisao Matsuzaki

Journal:

Year:

1993

Language:

english

File:

PDF, 536 KB

english, 1993

41

A- or B-Ring-substituted derivatives of androst-4-ene-3,6,17-trione as aromatase inhibitors. Structure-activity relationships

Mitsuteru Numazawa, Mii Tachibana

Journal:

Year:

1994

Language:

english

File:

PDF, 623 KB

english, 1994

42

Further studies on 6-alkylandrost-4-ene-3,17-diones as aromatase inhibitors: Elongation of the 6-alkyl chain

Mitsuteru Numazawa, Mariko Oshibe

Journal:

Year:

1995

Language:

english

File:

PDF, 682 KB

english, 1995

43

Competing pathway involved in allylic acetoxylation of androst-5-en-17-one, and oxidation of allylic alcohols with chromium oxides

Mitsuteru Numazawa, Mii Tachibana, Miyako Kamiza

Journal:

Year:

1995

Language:

english

File:

PDF, 881 KB

english, 1995

44

Structure–activity relationships of 2-, 4-, or 6-substituted estrogens as aromatase inhibitors

Mitsuteru Numazawa, Momoko Ando, Yoko Watari, Takako Tominaga, Yasuko Hayata, Akiko Yoshimura

Journal:

The Journal of Steroid Biochemistry and Molecular Biology

Year:

2005

Language:

english

File:

PDF, 201 KB

english, 2005

45

Structure–activity relationships of 2α-substituted androstenedione analogs as aromatase inhibitors and their aromatization reactions

Mitsuteru Numazawa, Wakako Handa, Chie Hasegawa, Madoka Takahashi

Journal:

The Journal of Steroid Biochemistry and Molecular Biology

Year:

2005

Language:

english

File:

PDF, 176 KB

english, 2005

46

Biochemical aromatization of 2-methyleneandrostenedione: Stereochemistry of hydrogen removal at the C-1 position

Mitsuteru Numazawa, Wakako Handa, Hisao Matsuzaki

Journal:

The Journal of Steroid Biochemistry and Molecular Biology

Year:

2006

Language:

english

File:

PDF, 358 KB

english, 2006

47

Studies directed towards a mechanistic evaluation of inactivation of aromatase by the suicide substrates androsta-1,4-diene-3,17-diones and its 6-ene derivatives: Aromatase inactivation by the 19-substituted derivatives and their enzymic aromatization

Mitsuteru Numazawa, Masao Nagaoka, Wakako Handa, Yoko Ogawa, Satomi Matsuoka

Journal:

The Journal of Steroid Biochemistry and Molecular Biology

Year:

2007

Language:

english

File:

PDF, 446 KB

english, 2007

48

Mass spectrometric analysis of oxygenations in aromatization of androst-4-ene-3,6,17-trione, a suicide substrate of aromatase, by placental microsomes. Isotope effect and stereochemistry

Mitsuteru Numazawa, Madoka Takahashi, Masao Nagaoka, Wakako Handa, Kouwa Yamashita

Journal:

The Journal of Steroid Biochemistry and Molecular Biology

Year:

2007

Language:

english

File:

PDF, 417 KB

english, 2007

49

Aromatase inactivation by 2-substituted derivatives of the suicide substrate androsta-1,4-diene-3,17-dione

Madoka Takahashi, Wakako Handa, Hiromi Umeta, Saki Ishikawa, Kouwa Yamashita, Mitsuteru Numazawa

Journal:

The Journal of Steroid Biochemistry and Molecular Biology

Year:

2009

Language:

english

File:

PDF, 646 KB

english, 2009

50

Highly sensitive and specific analysis of sterol profiles in biological samples by HPLC–ESI–MS/MS

Akira Honda, Teruo Miyazaki, Tadashi Ikegami, Junichi Iwamoto, Kouwa Yamashita, Mitsuteru Numazawa, Yasushi Matsuzaki

Journal:

The Journal of Steroid Biochemistry and Molecular Biology

Year:

2010

Language:

english

File:

PDF, 294 KB

english, 2010