Am.  jour.  Pharm.  i      Some  C  onstiMents  of  Jambul. 
June,  1917.        }  J 
267 
move  the  amyl  alcohol,  and  the  contents  of  the  flask  then  filtered. 
A  solid  substance  was  thus  collected,  which  after  several  crystalliza- 
tions from  ethyl  acetate,  alcohol,  and  dilute  alcohol,  separated  in 
glistening  leaflets  melting  at  1 34-135 °.  The  mother  liquors  from 
this  crystallization  contained  a  relatively  large  quantity  of  an  oily 
resinous  material  which  had  evidently  been  formed  from  the  phyto- 
sterolin  by  too  prolonged  hydrolysis.  The  crystals  gave  the  phyto- 
sterol  color  reaction. 
0.0983  g.  made  up  to  20  Cc.  with  chloroform  had  a  rotation  of 
0.380  in  a  2  dcm.  tube,  whence  [a]^=  —  38.8. 
Calc.  for  C7H460  :  C,  83.9;  H,  11.9.    Found:  C,  83.3;  H,  11.3. 
The  acid  aqueous  liquid,  from  which  the  phytosterol  had  been 
separated  by  filtration,  was  exactly  neutralized  with  sodium  car- 
bonate, evaporated  to  dryness,  the  residue  digested  with  absolute 
alcohol,  and  the  mixture  filtered.  On  evaporating  the  alcoholic 
filtrate  a  small  amount  of  syrupy  residue  was  obtained,  which  re- 
duced Fehling's  solution,  and  yielded  an  osazone  melting  and  de- 
composing at  2120.    It  was  thus  evident  that  the  sugar  was  glucose. 
Thus  this  phytosterolin  is  shown  to  be  phytosterol-d-glucoside. 
The  ether  extract  from  which  the  phytosterolin  had  been  sep- 
arated was  fractionally  extracted  with  varying  strengths  of  alkali. 
The  potassium  hydroxide  extracts  removed  practically  all  the  dis- 
solved matter  as  a  green  oil  which  after  some  time  became  semi- 
solid. This  could  not  be  crystallized  and  was  unchanged  when 
boiled  for  several  hours  in  the  presence  of  an  alcoholic  solution  of 
5  per  cent,  sulfuric  acid  solution. 
The  Chloroform  Extract  of  the  Resin  weighed  13  g.  Part 
of  this  extract  was  quite  insoluble  in  ethyl  acetate  and  alcohol  with 
which  it  was  digested.  This  part  was  crystallized  twice  from  dilute 
pyridine  and  melted  at  280-295  °.  This  gave  the  usual  color  test 
for  a  phytosterolin.  After  crystallization  it  weighed  3  g.  Alto- 
gether the  phytosterolin  isolated  from  the  ether  and  chloroform 
extracts  amounted  to  5  g.  or  0.011  per  cent,  of  the  air-dried  drug. 
The  filtrate  from  the  above  phytosterolin  was  evaporated  to  dry- 
ness, taken  up  in  chloroform,  and  then  fractionally  extracted  with 
varying  strengths  of  alkali.  Nothing  of  a  crystalline  nature  was 
obtained  by  this  procedure. 
The  Ethyl  Acetate  Extract  of  the  Resin  was  a  mixture  of 
ellagic  acid  and  tannin-like  substances.    Upon  distilling  oft  a  por- 
