Isolation, characterization, and rearrangement of cis- and trans-N

Lhomme , John M. Mellor , Jean. Lhomme. Journal of the American ... FRED F. KADLUBAR and FREDERICK A. BELAND. 1985,341-370. Abstract | PDF | PDF ...
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J . A m . Chem. SOC.1984, 106, 2448-2449

2448

Table 1. Incorporation kxperiments with l3C-Labe1ed bormamide 5 and Isothiocyanate 7

PNL3C( 6 ) ,m/z amount embedded

precursor

5

( 1 ) 30 mg 12) 30 mg 45 mg

7 a

incubation period

13C experiment

control

weight of animal

2321231

2171216

2321231

2171216

7 days

150 g

12/100a

15i100'

131100

16/100

1 5 days

108 .g

13/100

16/100

131100

161100

m/z 231 and m/z 216 are arbitrarily assigned 100% intensity.

Table 11. Incorporation of [ 13C]1 ormate

PN"C (6).m / z experiment

incubation period

wet wt animal

2321231

2171216

2321231

2171216

( 1 ) 1 0 2 mg ( 2 ) 102 mg

7 days 7 davs

150 p

121100

161100

13/100

16/100

150 p.

Table 111. Internal distribution of Ct3-Labeled Isocyanopupukeanane (6)'

m / z , experiment

sect.

2321231

2171216

1

lS/lOO 28/100 14/100 341100 lO/lOO 121100 121100

lS/lOO 391100 171100 50/100 171100 16/100 151100

5 6

7

Table IV. Transformation of 13C-Labeled 2-Isocyanopupukeanane (6) into I'ormamide 5 and lsothiocyanate 7 O

m / z , control

no. 2b 3 qb

232/231

I

m1z

2171216

I

131100

16/;00

1I

I

.4pprosimate wet wt of animal 260 g; incubation time 14 days; wt of labeled precursor 2 X 45 mg. These are the sections where the labeled precursor was imbedded. a

P-NC

no.

formamide ( 5 ) 250/249

1 2 3 4

121100 44/100 lS/lOO 411100

5

N Db

6 7

13/100 ND

sect.

isothiocyanate ( 7 ) 2641263

2311230

N D ~ 251100 ND 31/100 ND

201230 281100 15/100 28/100 17/100 15/100 13/100

ND ND

' See Table 111 for eiperimental parameters.