10. Bryostatin is a cyclic polyketide natural product synthesized biologically by the sessile marine organism Bugula neritina. Bryostatin 1 (below) and its derivatives exhibit potent modulation of protein kinase C (PKC), which results in its wide range of therapeutic indications in cancer, HIV, and Alzheimer's Disease. Но OAc MeO2C OH он 19 26 a. What is the maximum number of O' 20 stereoisomers of this natural product that can exist? "Pr CO,Me Bryostatin 1 b. Point out and name all of the non-hydrocarbon (ie; alkanes and alkenes) functional groups. c. Label all of the alcohols as primary, secondary, or tertiary. d. Label the relevant geometry of all alkenes.

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Chapter1: Chemical Foundations
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10. Bryostatin is a cyclic polyketide natural
product synthesized biologically by the
sessile marine organism Bugula neritina.
Bryostatin 1 (below) and its derivatives
exhibit potent modulation of protein
kinase C (PKC), which results in its wide
range of therapeutic indications in
cancer, HIV, and Alzheimer's Disease.
Но
OAc
MeO2C
OH
он
19
26
a. What is the maximum number of
O' 20
stereoisomers of this natural product that
can exist?
"Pr
CO,Me
Bryostatin 1
b. Point out and name all of the non-hydrocarbon (ie; alkanes and alkenes)
functional groups.
c. Label all of the alcohols as primary, secondary, or tertiary.
d. Label the relevant geometry of all alkenes.
e. If the specific optical rotation for bryostatin 1 (above) is +60°, draw the
stereoisomer that would exhibit a specific optical rotation of -60°.
Transcribed Image Text:10. Bryostatin is a cyclic polyketide natural product synthesized biologically by the sessile marine organism Bugula neritina. Bryostatin 1 (below) and its derivatives exhibit potent modulation of protein kinase C (PKC), which results in its wide range of therapeutic indications in cancer, HIV, and Alzheimer's Disease. Но OAc MeO2C OH он 19 26 a. What is the maximum number of O' 20 stereoisomers of this natural product that can exist? "Pr CO,Me Bryostatin 1 b. Point out and name all of the non-hydrocarbon (ie; alkanes and alkenes) functional groups. c. Label all of the alcohols as primary, secondary, or tertiary. d. Label the relevant geometry of all alkenes. e. If the specific optical rotation for bryostatin 1 (above) is +60°, draw the stereoisomer that would exhibit a specific optical rotation of -60°.
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