UpdateDebugInfoFileEx

// imagehlp.dll
#include <windows.h>

BOOL UpdateDebugInfoFileEx(
    LPCSTR ImageFileName,
    LPCSTR SymbolPath,
    LPSTR DebugFilePath,
    IMAGE_NT_HEADERS32* NtHeaders,
    DWORD OldCheckSum
);

<DllImport("imagehlp.dll", ExactSpelling:=True)>
Public Shared Function UpdateDebugInfoFileEx(
    <MarshalAs(UnmanagedType.LPStr)> ImageFileName As String,   ' LPCSTR
    <MarshalAs(UnmanagedType.LPStr)> SymbolPath As String,   ' LPCSTR
    <MarshalAs(UnmanagedType.LPStr)> DebugFilePath As System.Text.StringBuilder,   ' LPSTR out
    NtHeaders As IntPtr,   ' IMAGE_NT_HEADERS32*
    OldCheckSum As UInteger   ' DWORD
) As Boolean
End Function

' ImageFileName : LPCSTR
' SymbolPath : LPCSTR
' DebugFilePath : LPSTR out
' NtHeaders : IMAGE_NT_HEADERS32*
' OldCheckSum : DWORD
Declare PtrSafe Function UpdateDebugInfoFileEx Lib "imagehlp" ( _
    ByVal ImageFileName As String, _
    ByVal SymbolPath As String, _
    ByVal DebugFilePath As String, _
    ByVal NtHeaders As LongPtr, _
    ByVal OldCheckSum As Long) As Long
' VBA7前提(PtrSafe)。32bit Office では LongPtr→Long。Integer=16bit / Long=32bit / LongLong=64bit。

import ctypes
from ctypes import wintypes

UpdateDebugInfoFileEx = ctypes.windll.imagehlp.UpdateDebugInfoFileEx
UpdateDebugInfoFileEx.restype = wintypes.BOOL
UpdateDebugInfoFileEx.argtypes = [
    wintypes.LPCSTR,  # ImageFileName : LPCSTR
    wintypes.LPCSTR,  # SymbolPath : LPCSTR
    wintypes.LPSTR,  # DebugFilePath : LPSTR out
    ctypes.c_void_p,  # NtHeaders : IMAGE_NT_HEADERS32*
    wintypes.DWORD,  # OldCheckSum : DWORD
]

require 'fiddle'
require 'fiddle/import'

lib = Fiddle.dlopen('imagehlp.dll')
UpdateDebugInfoFileEx = Fiddle::Function.new(
  lib['UpdateDebugInfoFileEx'],
  [
    Fiddle::TYPE_VOIDP,  # ImageFileName : LPCSTR
    Fiddle::TYPE_VOIDP,  # SymbolPath : LPCSTR
    Fiddle::TYPE_VOIDP,  # DebugFilePath : LPSTR out
    Fiddle::TYPE_VOIDP,  # NtHeaders : IMAGE_NT_HEADERS32*
    -Fiddle::TYPE_INT,  # OldCheckSum : DWORD
  ],
  Fiddle::TYPE_INT)

#[link(name = "imagehlp")]
extern "system" {
    fn UpdateDebugInfoFileEx(
        ImageFileName: *const u8,  // LPCSTR
        SymbolPath: *const u8,  // LPCSTR
        DebugFilePath: *mut u8,  // LPSTR out
        NtHeaders: *mut IMAGE_NT_HEADERS32,  // IMAGE_NT_HEADERS32*
        OldCheckSum: u32  // DWORD
    ) -> i32;
}
// crates: windows-sys provides ready-made bindings for this API.

$sig = @"
[return: MarshalAs(UnmanagedType.Bool)]
[DllImport("imagehlp.dll")]
public static extern bool UpdateDebugInfoFileEx([MarshalAs(UnmanagedType.LPStr)] string ImageFileName, [MarshalAs(UnmanagedType.LPStr)] string SymbolPath, [MarshalAs(UnmanagedType.LPStr)] System.Text.StringBuilder DebugFilePath, IntPtr NtHeaders, uint OldCheckSum);
"@
$api = Add-Type -MemberDefinition $sig -Name 'imagehlp_UpdateDebugInfoFileEx' -Namespace Win32 -PassThru
# $api::UpdateDebugInfoFileEx(ImageFileName, SymbolPath, DebugFilePath, NtHeaders, OldCheckSum)

#uselib "imagehlp.dll"
#func global UpdateDebugInfoFileEx "UpdateDebugInfoFileEx" sptr, sptr, sptr, sptr, sptr
; UpdateDebugInfoFileEx ImageFileName, SymbolPath, varptr(DebugFilePath), varptr(NtHeaders), OldCheckSum   ; 戻り値は stat
; ImageFileName : LPCSTR -> "sptr"
; SymbolPath : LPCSTR -> "sptr"
; DebugFilePath : LPSTR out -> "sptr"
; NtHeaders : IMAGE_NT_HEADERS32* -> "sptr"
; OldCheckSum : DWORD -> "sptr"
; ※HSP3.7は #func のため戻り値はシステム変数 stat に格納されます。

#uselib "imagehlp.dll"
#cfunc global UpdateDebugInfoFileEx "UpdateDebugInfoFileEx" str, str, var, var, int
; res = UpdateDebugInfoFileEx(ImageFileName, SymbolPath, DebugFilePath, NtHeaders, OldCheckSum)
; ImageFileName : LPCSTR -> "str"
; SymbolPath : LPCSTR -> "str"
; DebugFilePath : LPSTR out -> "var"
; NtHeaders : IMAGE_NT_HEADERS32* -> "var"
; OldCheckSum : DWORD -> "int"
; ※出力/バッファ引数は var 方式(変数を直接渡す)。varptr 方式にも切替可。

; BOOL UpdateDebugInfoFileEx(LPCSTR ImageFileName, LPCSTR SymbolPath, LPSTR DebugFilePath, IMAGE_NT_HEADERS32* NtHeaders, DWORD OldCheckSum)
#uselib "imagehlp.dll"
#cfunc global UpdateDebugInfoFileEx "UpdateDebugInfoFileEx" str, str, var, var, int
; res = UpdateDebugInfoFileEx(ImageFileName, SymbolPath, DebugFilePath, NtHeaders, OldCheckSum)
; ImageFileName : LPCSTR -> "str"
; SymbolPath : LPCSTR -> "str"
; DebugFilePath : LPSTR out -> "var"
; NtHeaders : IMAGE_NT_HEADERS32* -> "var"
; OldCheckSum : DWORD -> "int"
; ※出力/バッファ引数は var 方式(変数を直接渡す)。varptr 方式にも切替可。

import (
	"golang.org/x/sys/windows"
	"unsafe"
)

var (
	imagehlp = windows.NewLazySystemDLL("imagehlp.dll")
	procUpdateDebugInfoFileEx = imagehlp.NewProc("UpdateDebugInfoFileEx")
)

// ImageFileName (LPCSTR), SymbolPath (LPCSTR), DebugFilePath (LPSTR out), NtHeaders (IMAGE_NT_HEADERS32*), OldCheckSum (DWORD)
r1, _, err := procUpdateDebugInfoFileEx.Call(
	uintptr(unsafe.Pointer(windows.BytePtrFromString(ImageFileName))),
	uintptr(unsafe.Pointer(windows.BytePtrFromString(SymbolPath))),
	uintptr(DebugFilePath),
	uintptr(NtHeaders),
	uintptr(OldCheckSum),
)
_ = err  // syscall.Errno (valid when the call sets last-error)
_ = r1   // BOOL

function UpdateDebugInfoFileEx(
  ImageFileName: PAnsiChar;   // LPCSTR
  SymbolPath: PAnsiChar;   // LPCSTR
  DebugFilePath: PAnsiChar;   // LPSTR out
  NtHeaders: Pointer;   // IMAGE_NT_HEADERS32*
  OldCheckSum: DWORD   // DWORD
): BOOL; stdcall;
  external 'imagehlp.dll' name 'UpdateDebugInfoFileEx';

result := DllCall("imagehlp\UpdateDebugInfoFileEx"
    , "AStr", ImageFileName   ; LPCSTR
    , "AStr", SymbolPath   ; LPCSTR
    , "Ptr", DebugFilePath   ; LPSTR out
    , "Ptr", NtHeaders   ; IMAGE_NT_HEADERS32*
    , "UInt", OldCheckSum   ; DWORD
    , "Int")   ; return: BOOL

●UpdateDebugInfoFileEx(ImageFileName, SymbolPath, DebugFilePath, NtHeaders, OldCheckSum) = DLL("imagehlp.dll", "bool UpdateDebugInfoFileEx(char*, char*, char*, void*, dword)")
# 呼び出し: UpdateDebugInfoFileEx(ImageFileName, SymbolPath, DebugFilePath, NtHeaders, OldCheckSum)
# ImageFileName : LPCSTR -> "char*"
# SymbolPath : LPCSTR -> "char*"
# DebugFilePath : LPSTR out -> "char*"
# NtHeaders : IMAGE_NT_HEADERS32* -> "void*"
# OldCheckSum : DWORD -> "dword"
# なでしこ1は32bit・ANSI(Shift_JIS)。文字列=char*(ANSI)、ポインタ/ハンドル=void*(4byte)。