TY - JOUR
T1 - Metabolism of the vitamin D3 derivative (24R)‐hydroxycalcidiol by human promyelocytic leukemia cells (HL‐60)
T2 - Isolation and identification of (5Z) and (5E)‐(24R)‐19‐nor‐10‐oxo‐24‐hydroxycalcidiol
AU - ISHIZUKA, Seiichi
AU - MATSUI, Toshimitsu
AU - NAKAO, Yoshinobu
AU - FUJITA, Takuo
AU - REICHEL, Helmut
AU - NORMAN, Anthony W.
PY - 1987/12
Y1 - 1987/12
N2 - Human promyelocytic leukemia cells (HL‐60 cells) incubated with (24R)‐hydroxy[26,27‐methyl‐3H]calcidiol (0.2 μCi) or non‐radioactive (24R)‐hydroxycalcidiol (370 μg) produced significant quantities of two new vitamin D3 (calciol) metabolites. The metabolites were isolated from HL‐60 cell culture media by methanol/chloroform extraction and a series of chromatographic procedures. The two new metabolites were identified as (5Z)‐ and (5E)‐(24R)‐19‐nor‐10‐oxo‐24‐hydroxycalcidiol by HPLC analysis, ultraviolet absorption spectrophotometry, mass spectrometry and Fourier‐transfrom infrared spectrophotometry. According to the isolation and purification procedures, the total amounts of 3.04 μg (5Z)‐(24R)‐19‐nor‐10‐oxo‐24‐hydroxycalcidiol (λmax= 310 nm, ɛ= 17070 M−1 cm−1) and 8.89 μg (5E)‐(24R)‐19‐nor‐10‐oxo‐24‐hydroxycalcidiol (λmax= 312 nm, e= 24500 M−1 cm−1) were calculated, assuming an M1 of 418. The activity of 19‐nor‐10‐oxo‐(24R)‐hydroxycalcidiol to promote HL‐60 cell differentiation was higher than the activity of the precursor (24R)‐hydroxycalcidiol suggesting a possible biological action of this metabolite in HL‐60 cells.
AB - Human promyelocytic leukemia cells (HL‐60 cells) incubated with (24R)‐hydroxy[26,27‐methyl‐3H]calcidiol (0.2 μCi) or non‐radioactive (24R)‐hydroxycalcidiol (370 μg) produced significant quantities of two new vitamin D3 (calciol) metabolites. The metabolites were isolated from HL‐60 cell culture media by methanol/chloroform extraction and a series of chromatographic procedures. The two new metabolites were identified as (5Z)‐ and (5E)‐(24R)‐19‐nor‐10‐oxo‐24‐hydroxycalcidiol by HPLC analysis, ultraviolet absorption spectrophotometry, mass spectrometry and Fourier‐transfrom infrared spectrophotometry. According to the isolation and purification procedures, the total amounts of 3.04 μg (5Z)‐(24R)‐19‐nor‐10‐oxo‐24‐hydroxycalcidiol (λmax= 310 nm, ɛ= 17070 M−1 cm−1) and 8.89 μg (5E)‐(24R)‐19‐nor‐10‐oxo‐24‐hydroxycalcidiol (λmax= 312 nm, e= 24500 M−1 cm−1) were calculated, assuming an M1 of 418. The activity of 19‐nor‐10‐oxo‐(24R)‐hydroxycalcidiol to promote HL‐60 cell differentiation was higher than the activity of the precursor (24R)‐hydroxycalcidiol suggesting a possible biological action of this metabolite in HL‐60 cells.
UR - http://www.scopus.com/inward/record.url?scp=84889631365&partnerID=8YFLogxK
U2 - 10.1111/j.1432-1033.1987.tb13724.x
DO - 10.1111/j.1432-1033.1987.tb13724.x
M3 - Article
C2 - 3480219
AN - SCOPUS:84889631365
SN - 0014-2956
VL - 170
SP - 475
EP - 483
JO - European Journal of Biochemistry
JF - European Journal of Biochemistry
IS - 1-2
ER -