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  • SaplingQ10 12

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    Shervin Mortazavi
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    The document describes the enzymatically controlled biosynthetic pathway of forskolin, an active compound in traditional Indian medicine. The pathway involves multiple steps, including protonation, cyclization, addition of a proton, ionization, and further biological processing, to convert the starting material into carbocation intermediates and ultimately produce forskolin.

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    Original Title

    SaplingQ10-12

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    The document describes the enzymatically controlled biosynthetic pathway of forskolin, an active compound in traditional Indian medicine. The pathway involves multiple steps, including protonation, cyclization, addition of a proton, ionization, and further biological processing, to convert the starting material into carbocation intermediates and ultimately produce forskolin.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Flag for inappropriate content
    14 views1 page

    SaplingQ10 12

    Uploaded by

    Shervin Mortazavi
    The document describes the enzymatically controlled biosynthetic pathway of forskolin, an active compound in traditional Indian medicine. The pathway involves multiple steps, including protonation, cyclization, addition of a proton, ionization, and further biological processing, to convert the starting material into carbocation intermediates and ultimately produce forskolin.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Flag for inappropriate content
    of 1

    The following reactions occur in the enzymatically controlled biosynthetic of forskolin.

    Forskolin is an active
    component in traditional Indian medicine and has pronounced hypotensive and antispasmodic activity.
    Using the supplied skeletons and the given directions, complete each of the following structures to be consistent with
    the mechanistic sequence. This may require you to add pi bonds, positive charges, or other features.
    O
    O
    OPP = O P O P O
    O
    O
    protonation

    cyclization

    OPP

    OPP
    H
    H

    enzyme-H+

    carbocation intermediate 1

    cyclization

    OPP

    OPP

    carbocation intermediate 2

    addition of

    carbocation intermediate 2

    proton
    OPP

    H2O

    OH

    loss

    OPP

    protonated intermediate

    ionization
    of -OPP

    OH

    OH

    carbocation intermediate 3

    resonance structure of 3

    further
    biological

    SN1

    HO

    O
    O

    reaction;
    neutralize

    processing
    known biological intermediate

    OH
    OCOCH3
    OH
    forskolin

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