Abstract
A series of [11C]methyl-halo-CGS 27023A analogs (2-F, 1a; 4-F, 1b; 2-Cl, 1c; 3-Cl, 1d; 4-Cl, 1e; 2-Br, 1f; 3-Br, 1g; 4-Br, 1h; 4-I, 1i), novel radiolabeled matrix metalloproteinase (MMP) inhibitors, have been synthesized for evaluation as new potential positron emission tomography (PET) breast cancer imaging agents. The precursors halo-CGS 27023A analogs (2-F, 6a; 4-F, 6b; 2-Cl, 6c; 3-Cl, 6d; 4-Cl, 6e; 2-Br, 6f; 3-Br, 6g; 4-Br, 6h; 4-I, 6i) for radiolabeling were obtained in four steps from starting material amino acid D-valine with moderate to excellent chemical yields. Precursors were labeled by [11C]methyl triflate through 11C-O-methylation method at the aminohydroxyl position under basic conditions and isolated by solid-phase extraction (SPE) purification to produce pure target compounds in 40-60% radiochemical yields (decay corrected to end of bombardment), in 20-25 min synthesis time.
Original language | English |
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Pages (from-to) | 761-770 |
Number of pages | 10 |
Journal | Nuclear Medicine and Biology |
Volume | 29 |
Issue number | 7 |
DOIs | |
State | Published - Oct 2002 |
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Keywords
- [C]Methyl-halo-CGS 27023A analogs
- Breast cancer
- Carbon-11
- Matrix metalloproteinase inhibitor
- Positron emission tomography
- Radiotracer
ASJC Scopus subject areas
- Cancer Research
- Molecular Medicine
- Radiology Nuclear Medicine and imaging
Cite this
Synthesis and preliminary biological evaluation of MMP inhibitor radiotracers [11C]methyl-halo-CGS 27023A analogs, new potential PET breast cancer imaging agents. / Zheng, Qi-Huang; Fei, Xiangshu; Liu, Xuan; Wang, Ji Quan; Bin Sun, Hui; Mock, Bruce H.; Lee Stone, K.; Martinez, Tanya D.; Miller, Kathy; Sledge, George W.; Hutchins, Gary.
In: Nuclear Medicine and Biology, Vol. 29, No. 7, 10.2002, p. 761-770.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Synthesis and preliminary biological evaluation of MMP inhibitor radiotracers [11C]methyl-halo-CGS 27023A analogs, new potential PET breast cancer imaging agents
AU - Zheng, Qi-Huang
AU - Fei, Xiangshu
AU - Liu, Xuan
AU - Wang, Ji Quan
AU - Bin Sun, Hui
AU - Mock, Bruce H.
AU - Lee Stone, K.
AU - Martinez, Tanya D.
AU - Miller, Kathy
AU - Sledge, George W.
AU - Hutchins, Gary
PY - 2002/10
Y1 - 2002/10
N2 - A series of [11C]methyl-halo-CGS 27023A analogs (2-F, 1a; 4-F, 1b; 2-Cl, 1c; 3-Cl, 1d; 4-Cl, 1e; 2-Br, 1f; 3-Br, 1g; 4-Br, 1h; 4-I, 1i), novel radiolabeled matrix metalloproteinase (MMP) inhibitors, have been synthesized for evaluation as new potential positron emission tomography (PET) breast cancer imaging agents. The precursors halo-CGS 27023A analogs (2-F, 6a; 4-F, 6b; 2-Cl, 6c; 3-Cl, 6d; 4-Cl, 6e; 2-Br, 6f; 3-Br, 6g; 4-Br, 6h; 4-I, 6i) for radiolabeling were obtained in four steps from starting material amino acid D-valine with moderate to excellent chemical yields. Precursors were labeled by [11C]methyl triflate through 11C-O-methylation method at the aminohydroxyl position under basic conditions and isolated by solid-phase extraction (SPE) purification to produce pure target compounds in 40-60% radiochemical yields (decay corrected to end of bombardment), in 20-25 min synthesis time.
AB - A series of [11C]methyl-halo-CGS 27023A analogs (2-F, 1a; 4-F, 1b; 2-Cl, 1c; 3-Cl, 1d; 4-Cl, 1e; 2-Br, 1f; 3-Br, 1g; 4-Br, 1h; 4-I, 1i), novel radiolabeled matrix metalloproteinase (MMP) inhibitors, have been synthesized for evaluation as new potential positron emission tomography (PET) breast cancer imaging agents. The precursors halo-CGS 27023A analogs (2-F, 6a; 4-F, 6b; 2-Cl, 6c; 3-Cl, 6d; 4-Cl, 6e; 2-Br, 6f; 3-Br, 6g; 4-Br, 6h; 4-I, 6i) for radiolabeling were obtained in four steps from starting material amino acid D-valine with moderate to excellent chemical yields. Precursors were labeled by [11C]methyl triflate through 11C-O-methylation method at the aminohydroxyl position under basic conditions and isolated by solid-phase extraction (SPE) purification to produce pure target compounds in 40-60% radiochemical yields (decay corrected to end of bombardment), in 20-25 min synthesis time.
KW - [C]Methyl-halo-CGS 27023A analogs
KW - Breast cancer
KW - Carbon-11
KW - Matrix metalloproteinase inhibitor
KW - Positron emission tomography
KW - Radiotracer
UR - http://www.scopus.com/inward/record.url?scp=0036792110&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0036792110&partnerID=8YFLogxK
U2 - 10.1016/S0969-8051(02)00338-4
DO - 10.1016/S0969-8051(02)00338-4
M3 - Article
C2 - 12381456
AN - SCOPUS:0036792110
VL - 29
SP - 761
EP - 770
JO - Nuclear Medicine and Biology
JF - Nuclear Medicine and Biology
SN - 0969-8051
IS - 7
ER -